(S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester

Base Information

• Chemical Name: (S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester
• CAS No.: 204129-75-9
• Molecular Formula: C₁₆H₂₄BrNO₅S₂
• Molecular Weight: 454.406

Synonyms:(S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester

Chemical Property of (S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester

There total 2 articles about (S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl 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:

5-bromo-2-toluenesulfonyl chloride (139937-37-4) + (S)-2-Amino-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester → (S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester (204129-75-9)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 18h;

DOI:10.1021/jm990330y

Reference yield:

D-penicillamine methyl ester hydrochloride (34297-27-3) → (S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester (204129-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 20 °C

2: Et₃N / dioxane; H₂O / 18 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; 1: Alkylation / 2: sulfonylation;

DOI:10.1021/jm990330y

Reference yield:

(S)-2-(4-Bromo-2-methyl-benzenesulfonylamino)-3-(3-hydroxy-propylsulfanyl)-3-methyl-butyric acid methyl ester (204129-75-9) → (S)-4-(4-Bromo-2-methyl-benzenesulfonyl)-2,2-dimethyl-[1,4]thiazepane-3-carboxylic acid methyl ester (204129-76-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jm990330y

upstream raw materials:

5-bromo-2-toluenesulfonyl chloride

D-penicillamine methyl ester hydrochloride

Downstream raw materials:

(S)-4-(4-Bromo-2-methyl-benzenesulfonyl)-2,2-dimethyl-[1,4]thiazepane-3-carboxylic acid methyl ester

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