3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic acid methyl ester

Base Information

• Chemical Name: 3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic acid methyl ester
• CAS No.: 208761-45-9
• Molecular Formula: C₂₃H₂₆N₂O₃S
• Molecular Weight: 410.537

Synonyms:3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic acid methyl ester

Chemical Property of 3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic acid methyl ester

There total 2 articles about 3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic 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: 94.0%

(S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) + 3-benzenesulfonyl-3-methyl-butyryl chloride → 3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic acid methyl ester (208761-45-9)

Guidance literature:

With triethylamine; In dichloromethane; 1.) 0 deg C, 60 min, 2.) RT, 60 min;

DOI:10.1021/ja983788i

Reference yield:

3-methyl-3-phenylsulfonylbutyric acid (225110-93-0) → 3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic acid methyl ester (208761-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / benzene / 1.5 h / Heating

2: 94 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 60 min, 2.) RT, 60 min

With thionyl chloride; triethylamine; In dichloromethane; benzene;

DOI:10.1021/ja983788i

Reference yield:

3-(1H-indol-3-yl)-2-(3-methyl-3-phenylsulfanyl-butyrylamino)-propionic acid methyl ester (208761-45-9) → 1-(2-methyl-2-phenylsulfanyl-propyl)-4,9-dihydro-3H-β-carboline-3-carboxylic acid methyl ester

Guidance literature:

With trichlorophosphate; In benzene; Heating;

DOI:10.1002/(SICI)1521-3773(19980504)37:8<1138::AID-ANIE1138>3.0.CO;2-N

upstream raw materials:

(S)-tryptophan methyl ester hydrochloride

3-methyl-3-phenylsulfonylbutyric acid

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