diff --git a/services/api-server/src/api_server/html5_ai_structure.py b/services/api-server/src/api_server/html5_ai_structure.py
index 84684c6..15e8d0a 100644
--- a/services/api-server/src/api_server/html5_ai_structure.py
+++ b/services/api-server/src/api_server/html5_ai_structure.py
@@ -33,6 +33,7 @@ def render_html5_ai_structure_page(
               <div class="panel-title">Подготовка структуры</div>
               {render_html5_ai_structure_agent_panel(project_id, agent_info=agent_info)}
               {render_html5_ai_structure_form(project_id, saved_credentials=saved_credentials)}
+              <div data-html5-ai-structure-path-check>{render_html5_ai_structure_path_check(None)}</div>
               <p class="object-summary">Пути должны быть доступны серверу SFERA/API. Для docker-test используйте папку, смонтированную или доступную внутри контейнера; локальные диски Windows и закрытые SMB-папки без учетных данных сервер не увидит.</p>
               <div data-html5-ai-structure-result>{render_html5_ai_structure_result(result)}</div>
             </section>
@@ -117,6 +118,14 @@ def render_html5_ai_structure_form(project_id: str, *, saved_credentials: dict[s
         <input name="save_smb_credentials" type="checkbox" value="1" checked />
         <span>Сохранить</span>
       </label>
+      <button
+        class="button ai-structure-submit"
+        type="button"
+        hx-post="/html5/projects/{quote(project_id)}/ai-structure/check-path"
+        hx-include="closest form"
+        hx-target="[data-html5-ai-structure-path-check]"
+        hx-swap="innerHTML"
+      >Проверить путь у агента</button>
       <button class="primary ai-structure-submit" type="submit">Подготовить для ИИ</button>
     </form>
     <section class="ai-structure-progress" data-ai-structure-progress hidden aria-live="polite">
@@ -136,6 +145,32 @@ def render_html5_ai_structure_form(project_id: str, *, saved_credentials: dict[s
     """
 
 
+def render_html5_ai_structure_path_check(result: dict | None) -> str:
+    if result is None:
+        return '<p class="muted padded">Сначала можно проверить, видит ли Windows Agent входной путь и файл .cf/.cfe.</p>'
+    status = str(result.get("status") or "info")
+    title_map = {
+        "ok": "Путь доступен",
+        "error": "Путь недоступен",
+        "info": "Проверка пути",
+    }
+    title = title_map.get(status, "Проверка пути")
+    message = str(result.get("message") or "")
+    details = list(result.get("details") or [])
+    return f"""
+    <section class="ai-structure-result" data-html5-ai-structure-status="{escape(status)}">
+      <div class="access-plan-head">
+        <span class="status-pill">{escape(title.lower())}</span>
+        <strong>{escape(title)}</strong>
+      </div>
+      <ul class="access-warnings">
+        <li>{escape(message)}</li>
+        {''.join(f'<li>{escape(str(item))}</li>' for item in details)}
+      </ul>
+    </section>
+    """
+
+
 def render_html5_ai_structure_result(result: dict | None) -> str:
     if result is None:
         return '<p class="muted padded">Укажите входную и выходную папку. Файлы будут созданы сервером в указанном каталоге.</p>'
diff --git a/services/api-server/src/api_server/html5_ai_structure_controller.py b/services/api-server/src/api_server/html5_ai_structure_controller.py
index 81ff1e5..6c645ae 100644
--- a/services/api-server/src/api_server/html5_ai_structure_controller.py
+++ b/services/api-server/src/api_server/html5_ai_structure_controller.py
@@ -10,6 +10,7 @@ from fastapi import HTTPException
 from api_server.html5_ai_structure import (
     render_html5_ai_structure_error,
     render_html5_ai_structure_job,
+    render_html5_ai_structure_path_check,
     render_html5_ai_structure_page,
     render_html5_ai_structure_result,
 )
@@ -144,6 +145,19 @@ async def html5_ai_structure_run(
     return render_html5_ai_structure_result(result)
 
 
+async def html5_ai_structure_check_path(
+    *,
+    project_id: str,
+    form: dict[str, list[str]],
+    check_path: Callable[..., dict[str, Any]],
+) -> str:
+    input_path = form_value(form, "input_path")
+    if not input_path:
+        return render_html5_ai_structure_path_check({"status": "error", "message": "Сначала укажите входной путь."})
+    result = await check_path(project_id=project_id, input_path=input_path)
+    return render_html5_ai_structure_path_check(result)
+
+
 def html5_ai_structure_job(
     *,
     project_id: str,
diff --git a/services/api-server/src/api_server/main.py b/services/api-server/src/api_server/main.py
index 509f9bf..05287db 100644
--- a/services/api-server/src/api_server/main.py
+++ b/services/api-server/src/api_server/main.py
@@ -66,6 +66,7 @@ from api_server.html5_access_controller import (
 )
 from api_server.ai_structure_service import prepare_ai_structure as _prepare_ai_structure
 from api_server.html5_ai_structure_controller import (
+    html5_ai_structure_check_path as _html5_ai_structure_check_path,
     html5_ai_structure_job as _html5_ai_structure_job,
     html5_ai_structure_page as _html5_ai_structure_page,
     html5_ai_structure_run as _html5_ai_structure_run,
@@ -708,6 +709,99 @@ async def _start_ai_structure_agent_job(
     )
 
 
+async def _check_ai_structure_agent_path(*, project_id: str, input_path: str) -> dict[str, Any]:
+    normalized_input = str(input_path or "").strip()
+    if not normalized_input:
+        return {"status": "error", "message": "Путь не указан."}
+    settings = _project_settings_or_404(project_id)
+    agent_id = _agent_id_for_source(settings, ImportSourceKind.CF_FILE)
+    if not agent_id:
+        return {
+            "status": "error",
+            "message": "В настройках проекта не выбран Windows Agent для CF/CFE.",
+        }
+    agent_status = _agent_status_with_liveness(_agent_statuses.get(agent_id, AgentStatus(agent_id=agent_id)))
+    if agent_status.status != "online":
+        details = []
+        if agent_status.last_seen_at:
+            details.append(f"Последний heartbeat: {agent_status.last_seen_at}")
+        return {
+            "status": "error",
+            "message": f"Windows Agent {agent_id} сейчас офлайн.",
+            "details": details,
+        }
+    network_roots = [str(item).strip() for item in getattr(agent_status, "network_roots", []) if str(item).strip()]
+    if is_unc_path(normalized_input) and network_roots and not any(
+        _unc_path_matches_root(normalized_input, root) for root in network_roots
+    ):
+        return {
+            "status": "error",
+            "message": _ai_structure_agent_root_mismatch_detail(agent_id, normalized_input, network_roots),
+        }
+    if not is_unc_path(normalized_input):
+        return {
+            "status": "info",
+            "message": "Это не UNC-путь. Проверка у Windows Agent нужна только для сетевых путей или путей на машине агента.",
+            "details": [f"Текущий путь: {normalized_input}"],
+        }
+
+    browse_path = normalized_input
+    target_name = ""
+    lowered = normalized_input.casefold()
+    if lowered.endswith(".cf") or lowered.endswith(".cfe"):
+        browse_path = ntpath.dirname(normalized_input) or normalized_input
+        target_name = ntpath.basename(normalized_input)
+
+    request = await create_agent_browse_request(AgentBrowseRequestCreate(agent_id=agent_id, path=browse_path))
+    for _ in range(20):
+        current = _agent_browse_requests.get(request.request_id)
+        if current is None:
+            break
+        if current.status not in {AgentBrowseRequestStatus.QUEUED, AgentBrowseRequestStatus.RUNNING}:
+            request = current
+            break
+        await asyncio.sleep(0.5)
+    else:
+        return {
+            "status": "info",
+            "message": f"Windows Agent {agent_id} еще проверяет путь {browse_path}. Повторите через пару секунд.",
+        }
+
+    if request.status == AgentBrowseRequestStatus.FAILED:
+        details = [str(request.error)] if request.error else []
+        return {
+            "status": "error",
+            "message": f"Windows Agent {agent_id} не смог открыть путь {browse_path}.",
+            "details": details,
+        }
+    if request.status != AgentBrowseRequestStatus.SUCCEEDED:
+        return {
+            "status": "info",
+            "message": f"Проверка пути {browse_path} еще не завершилась.",
+        }
+
+    entries = list(request.entries or [])
+    if target_name:
+        names = {str(item.name) for item in entries}
+        if target_name not in names:
+            return {
+                "status": "error",
+                "message": f"Папка {browse_path} доступна, но файл {target_name} в ней не найден.",
+                "details": [f"Найдено элементов: {len(entries)}"],
+            }
+        return {
+            "status": "ok",
+            "message": f"Windows Agent {agent_id} видит файл {target_name} в папке {browse_path}.",
+            "details": [f"Элементов в папке: {len(entries)}"],
+        }
+    names = [str(item.name) for item in entries[:8]]
+    return {
+        "status": "ok",
+        "message": f"Windows Agent {agent_id} видит путь {browse_path}.",
+        "details": [f"Элементов найдено: {len(entries)}"] + ([f"Первые элементы: {', '.join(names)}"] if names else []),
+    }
+
+
 def _ai_structure_binary_files(
     raw_input_path: str,
     detected_binary_relative_path: str | None = None,
@@ -1869,6 +1963,18 @@ async def html5_project_ai_structure_run(project_id: str, request: Request) -> R
     )
 
 
+@app.post("/html5/projects/{project_id}/ai-structure/check-path")
+async def html5_project_ai_structure_check_path(project_id: str, request: Request) -> Response:
+    form = await _html5_form_data(request)
+    return _html5_response(
+        await _html5_ai_structure_check_path(
+            project_id=project_id,
+            form=form,
+            check_path=_check_ai_structure_agent_path,
+        )
+    )
+
+
 @app.get("/html5/projects/{project_id}/ai-structure/jobs/{job_id}")
 async def html5_project_ai_structure_job(project_id: str, job_id: str) -> Response:
     return _html5_response(
diff --git a/services/api-server/tests/test_api.py b/services/api-server/tests/test_api.py
index 746ddf6..df945d5 100644
--- a/services/api-server/tests/test_api.py
+++ b/services/api-server/tests/test_api.py
@@ -2118,6 +2118,20 @@ def test_html5_ai_structure_page_shows_missing_agent_hint():
     assert "Укажите его в настройках проекта" in page.text
 
 
+def test_html5_ai_structure_check_path_button_present():
+    client = TestClient(app)
+    project_id = f"ai-path-button-{uuid4()}"
+    settings = client.post(
+        f"/projects/{project_id}/settings",
+        json={"name": "AI Path Button", "structure_source": "CF_FILE"},
+    )
+    assert settings.status_code == 200
+    page = client.get(f"/html5/projects/{project_id}/ai-structure")
+    assert page.status_code == 200
+    assert "Проверить путь у агента" in page.text
+    assert "/ai-structure/check-path" in page.text
+
+
 def test_html5_ai_structure_reports_unc_root_mismatch_for_online_agent(tmp_path: Path):
     cf_input = r"\\192.168.220.200\mst\1c\MARKA\CODEX\CF\demo.cf"
     client = TestClient(app)
@@ -2154,6 +2168,34 @@ def test_html5_ai_structure_reports_unc_root_mismatch_for_online_agent(tmp_path:
     assert r"\\192.168.220.220\mst" in queued.text
 
 
+def test_html5_ai_structure_check_path_reports_root_mismatch():
+    client = TestClient(app)
+    project_id = f"ai-path-check-{uuid4()}"
+    agent_id = f"win-agent-{uuid4()}"
+    settings = client.post(
+        f"/projects/{project_id}/settings",
+        json={"name": "AI Path Check", "structure_source": "CF_FILE", "agent": {"cf_agent_id": agent_id}},
+    )
+    assert settings.status_code == 200
+    heartbeat = client.post(
+        "/agent/heartbeat",
+        json={
+            "agent_id": agent_id,
+            "host": "test-host",
+            "network_roots": [r"\\192.168.220.220\mst"],
+        },
+    )
+    assert heartbeat.status_code == 200
+
+    checked = client.post(
+        f"/html5/projects/{project_id}/ai-structure/check-path",
+        data={"input_path": r"\\192.168.220.200\mst\1c\MARKA\CODEX\CF\demo.cf"},
+    )
+    assert checked.status_code == 200
+    assert "Путь недоступен" in checked.text
+    assert "доступны только корни" in checked.text
+
+
 def test_import_full_replace_replaces_current_normalized_project(tmp_path: Path):
     first = tmp_path / "first"
     second = tmp_path / "second"