methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate

Base Information

• Chemical Name: methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate
• CAS No.: 856865-59-3
• Molecular Formula: C₃₀H₂₇N₃O₇S
• Molecular Weight: 573.626
• Mol file: 856865-59-3.mol

Synonyms:methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate

Chemical Property of methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate

There total 5 articles about methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate 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: 97.0%

2-amino-N-trityl-succinamic acid methyl ester; hydrochloride + 2-Nitrobenzenesulfonyl chloride (1694-92-4) → methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate (856865-59-3)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/jo050477z

Reference yield: 92.0%

Methyl (2S)-2-amino-4-oxo-4-(tritylamino)butanoate + 2-Nitrobenzenesulfonyl chloride (1694-92-4) → methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate (856865-59-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.201604912

Reference yield:

methanol (67-56-1) + 2‐chlorotrityl chloride resin + L-Asn(Trt) (132388-59-1) + 2-Nitrobenzenesulfonyl chloride (1694-92-4) → methyl (2S)-2-(o-nitrobenzenesulfonylamino)-4-oxo-4-(tritylamino)butanoate (856865-59-3) + Ns-Asn(Trt)-OH

Guidance literature:

2‐chlorotrityl chloride resin; L-Asn(Trt); With dmap; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0.24 ℃; for 16h; Wang resin

With piperidine; In N,N-dimethyl-formamide; at 0.24 ℃; for 0.25h;

methanol; 2-Nitrobenzenesulfonyl chloride; Further stages;

DOI:10.1021/acs.joc.0c00599

upstream raw materials:

2-Nitrobenzenesulfonyl chloride

L-Asn(Trt)

methanol

Downstream raw materials:

N-α-methyl-N-α-(o-nitrobenzenesulfonyl)-N-β-trityl-L-asparagine

N₂-methyl-N₂-[(2-nitrophenyl)sulfonyl]-N-(triphenylmethyl)-L-asparagine methyl ester