benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate

Base Information

• Chemical Name: benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate
• CAS No.: 1224702-10-6
• Molecular Formula: C₁₆H₂₃NO₇S
• Molecular Weight: 373.427

Synonyms:benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate

Chemical Property of benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate

Chemical Property:

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Technology Process of benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate

There total 2 articles about benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(S)-N-(tert-butoxycarbonyl)serine (3262-72-4) → benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate (1224702-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 20 - 22 °C

2: triethylamine / dichloromethane / 0.5 h / 0 °C

With caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja309000s

Reference yield:

benzyl bromide (100-39-0) → benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate (1224702-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 20 - 22 °C

2: triethylamine / dichloromethane / 0.5 h / 0 °C

With caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja309000s

Reference yield: 73.0%

benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(methylsulfonyl)oxy]propanoate (1224702-10-6) → benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate (145967-50-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 40 ℃;

DOI:10.1055/S-0029-1218391

upstream raw materials:

(S)-N-(tert-butoxycarbonyl)serine

benzyl bromide

Downstream raw materials:

benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate

benzyl 2-[(tert-butoxycarbonyl)amino]-3-(5,11-dimethoxy-8-oxodibenzo[3,4:7,8]cyclopropa[5,6]cycloocta[1,2-d][1,2,3]triazol-1(8H)-yl)propanoate

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