tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate

Base Information

• Chemical Name: tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate
• CAS No.: 1448350-61-5
• Molecular Formula: C₂₉H₃₁N₃O₃S₂
• Molecular Weight: 533.715

Synonyms:tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate

Chemical Property of tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate

Chemical Property:

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Technology Process of tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate

There total 4 articles about tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate 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: 61.0%

tert-butyl N-(2-([4-(chloromethyl)benzoyl]amino)phenyl)carbamate (1392327-85-3) + (S)-4-benzylthiazolidin-2-thione (171877-39-7) → tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate (1448350-61-5)

Guidance literature:

tert-butyl N-(2-([4-(chloromethyl)benzoyl]amino)phenyl)carbamate; With sodium iodide; In acetone; for 2h; Reflux; Darkness;

(S)-4-benzylthiazolidin-2-thione; With potassium carbonate; In dichloromethane; acetone; at 20 ℃; for 28h; Darkness;

DOI:10.1021/jm400634n

Reference yield:

tert–butyl (2–aminophenyl)carbamate (146651-75-4) → tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate (1448350-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / -10 - 20 °C

2.1: sodium iodide / acetone / 2 h / Reflux; Darkness

2.2: 28 h / 20 °C / Darkness

With triethylamine; sodium iodide; In dichloromethane; acetone;

DOI:10.1021/jm400634n

Reference yield:

p-(chloromethyl)benzoyl chloride (876-08-4) → tert-butyl N-(2-{[4-({[(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl}methyl)benzene]amido}phenyl)carbamate (1448350-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / -10 - 20 °C

2.1: sodium iodide / acetone / 2 h / Reflux; Darkness

2.2: 28 h / 20 °C / Darkness

With triethylamine; sodium iodide; In dichloromethane; acetone;

DOI:10.1021/jm400634n

upstream raw materials:

tert–butyl (2–aminophenyl)carbamate

L-Phenylalaninol

tert-butyl N-(2-([4-(chloromethyl)benzoyl]amino)phenyl)carbamate

(S)-4-benzylthiazolidin-2-thione

Downstream raw materials:

N-(2-aminophenyl)-4-(([(4S)-4-benzyl-4,5-dihydro-1,3-thiazol-2-yl]sulfanyl)methyl)benzamide

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