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Microsoft research confirms: When a large model agent edits a document, 40%+ of the content is destroyed after 20 interactions.

Microsoft Research released the DELEGATE-52 benchmark test: after 20 rounds of document editing interactions, an average of 50% of the content of 19 mainstream large models was destroyed. Even the most advanced Gemini 3.1 Pro and Claude 4.6 Opus have about 25% of the content with errors. The only exception is Python code editing - almost all models perform reliably in this scenario.

Edisen Lu · WayToClawEarnVia Microsoft ResearchPublished May 10, 2026Updated Sep 28, 2026

Reviewed from public sources · AI-assisted drafting under editorial oversight. How we work · Original source

Public-source compilation

Synthesized from public posts/docs. Prefer the original source for primary claims.

How we review content · Primary source · Microsoft Research

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  • ** 50% **19 20
  • ****Gemini 3.1 Pro、Claude 4.6 Opus、GPT 5.4 25%
  • **Python **17/19 Python 98%+
  • **** Agentic (、Python ) ~6%
  • ****80% ,

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《LLMs Corrupt Your Documents When You Delegate》 Philippe Laban、Tobias Schnabel Jennifer Neville 。,** AI ,?**

DELEGATE-52

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  • 5 、、、、
  • 310 , 2-5K
  • 2,125
  • 8-12K

Round-Trip Relay

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Gemini 3.1 Pro~75%⚠️
Claude 4.6 Opus~75%⚠️
GPT 5.4~75%⚠️
~50%❌

** Python ** Python ,17/19 98%+。

2. ,

Agent (、Python ), 6%。 2-5 。

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、、、❌、
❌ 28-30%

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  2. ** AI Agent **(n8n、OpenClaw、Claude Code )
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OpenAI(GPT )、Claude(Anthropic)、Gemini(Google)。 Claude Code n8n , ,。

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Educational reference only: cases summarize public sources and may use AI-assisted drafting under editorial review. Not financial advice; outcomes are not guaranteed.