(S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate

Base Information

• Chemical Name: (S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate
• CAS No.: 1620161-71-8
• Molecular Formula: C₁₇H₂₃ClN₂O₄S
• Molecular Weight: 386.9
• Mol file: 1620161-71-8.mol

Synonyms:(S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate

Chemical Property of (S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate

There total 1 articles about (S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate 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: 72.0%

N-tert-butoxycarbonyl-L-alanyl-L-alanine (27317-69-7) + p-Chlorothiophenol (106-54-7) → (S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate (1620161-71-8)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol501669n

Reference yield: 95.0%

Gly-Leu-Tyr (4306-24-5) + (S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate (1620161-71-8) → (6S,9S,15S,18S)-18-(4-hydroxybenzyl)-15-isobutyl-2,2,6,9-tetramethyl-4,7,10,13,16-pentaoxo-3-oxa-5,8,11,14,17-pentaazanonadecan-19-oic acid (1620161-81-0)

Guidance literature:

In dimethyl sulfoxide; at 20 ℃; for 25h; Inert atmosphere;

DOI:10.1021/ol501669n

Reference yield:

(S)-S-(4-chlorophenyl) 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanethioate (1620161-71-8) → C29H38N6O8S (1620162-13-1)

Guidance literature:

Multi-step reaction with 3 steps

1: dimethyl sulfoxide / 25 h / 20 °C / Inert atmosphere

2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 0 - 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/ol501669n

upstream raw materials:

N-tert-butoxycarbonyl-L-alanyl-L-alanine

p-Chlorothiophenol

Downstream raw materials:

cyclo[-Ala-Ala-Gly-Leu-Tyr-]

C₄₆H₆₆N₁₀O₁₂

Boc-Ala-Ala-Gly-Leu-Tyr-OSC₆H₄-4Cl

Boc-Ala-Ala-Gly-Leu-Tyr-OSC₆H₄-4NO₂