2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide

Base Information

• Chemical Name: 2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide
• CAS No.: 473739-27-4
• Molecular Formula: C₂₂H₂₉N₃O₃S₃
• Molecular Weight: 479.689
• Mol file: 473739-27-4.mol

Synonyms:2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide

Chemical Property of 2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide

There total 5 articles about 2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide 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:

C22H27N5O3S3 → 2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide (473739-27-4)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 23 ℃; for 24h;

DOI:10.1021/acs.jmedchem.7b00172

Reference yield:

2-methylmercaptobenzothiazole (615-22-5) → 2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide (473739-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ClSO₃H

1.2: SOCl₂

2.1: triethylamine

3.1: Acid hydrolysis

With chlorosulfonic acid; triethylamine;

DOI:10.1021/jm049454n

Reference yield:

2-(methylthio)benzo[d]thiazole-6-sulfonyl chloride (77974-78-8) → 2-Methylsulfanyl-benzothiazole-6-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-isobutyl-amide (473739-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine

2: Acid hydrolysis

With triethylamine;

DOI:10.1021/jm049454n

upstream raw materials:

2-methylmercaptobenzothiazole

2-(methylthio)benzo[d]thiazole-6-sulfonyl chloride

(2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane

(2R,3R)-3-azido-4-phenylbutane-1,2-diol

Downstream raw materials:

{(1S,2R)-1-Benzyl-2-hydroxy-3-[isobutyl-(2-methylsulfanyl-benzothiazole-6-sulfonyl)-amino]-propyl}-carbamic acid tert-butyl ester

{1-benzyl-2-hydroxy-3-[isobutyl-(2-methanesulfonyl-benzothiazole-6-sulfonyl)-amino]-propyl}-carbamic acid hexahydro-furo[2,3-b]furan-3-yl ester