(2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester

Base Information

• Chemical Name: (2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester
• CAS No.: 92645-20-0
• Molecular Formula: C₁₄H₁₉NO₃S
• Molecular Weight: 281.376
• Mol file: 92645-20-0.mol

Synonyms:(2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester

Chemical Property of (2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester

There total 6 articles about (2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester 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: 99.0%

L-N-Boc-Ala (15761-38-3) + thiophenol (108-98-5) → (2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester (92645-20-0)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethyl acetate; at 23 ℃; for 12h;

Reference yield: 99.0%

1-((N,4-dimethylphenyl)sulfonamido)vinyl(tert-butoxycarbonyl)-L-alaninate + thiophenol (108-98-5) → (2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester (92645-20-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/acs.joc.1c01949

Reference yield:

Boc-Ala-O-COO-isoBu (109208-68-6) + thiophenol (108-98-5) → (2S)-2-[(tert-butyloxycarbonyl)amino]thiopropionic acid S-phenyl ester (92645-20-0)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/jo4001542

upstream raw materials:

L-N-Boc-Ala

thiophenol

Boc-Ala-O-COO-isoBu

di-tert-butyl dicarbonate

Downstream raw materials:

(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-[[(6S,9R)-2,2,6-trimethyl-4,7-dioxo-9-[[(S)-1-oxo-1-(phenylthio)propan-2-yl]-carbamoyl]-3-oxa-11-thia-5,8-diazatetradecan-14-yl]oxy]-tetrahydro-2H-pyran-3,4,5-triyl triacetate

(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-[[(6S,9S)-2,2,6-trimethyl-4,7-dioxo-9-[(phenylthio)carbonyl]-3-oxa-11-thia-5,8-diazatetradecan-14-yl]oxy]tetrahydro-2H-pyran-3,4,5-triyl triacetate