(R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate

Base Information

• Chemical Name: (R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate
• CAS No.: 857665-71-5
• Molecular Formula: C₁₇H₁₅NO₂S₂
• Molecular Weight: 329.444
• Mol file: 857665-71-5.mol

Synonyms:(R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate

Chemical Property of (R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate

There total 3 articles about (R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate 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: 90.0%

(S)-methyl atrolactate (13448-81-2,20731-95-7,67596-42-3,13448-80-1) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → (R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate (857665-71-5)

Guidance literature:

With PhOPPh₂; ethyl azidoacetate; In toluene; at 40 ℃; for 48h;

DOI:10.1246/cl.2008.836

Reference yield: 73.0%

(S)-methyl 2-[(diphenylphosphino)oxy]-2-phenylpropionate (857665-65-7) + 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → (R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate (857665-71-5) + 3,5-di-t-butyl-4-hydroxyphenyl diphenylphosphinate

Guidance literature:

In chloroform; at 20 ℃; for 12h;

DOI:10.1246/bcsj.79.780

Reference yield:

(S)-methyl atrolactate (13448-81-2,20731-95-7,67596-42-3,13448-80-1) → (R)-methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-phenylpropionate (857665-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Et₃N; 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 20 °C

2: 73 percent / 2,6-di-tert-butyl-1,4-benzoquinone / CHCl₃ / 12 h / 20 °C

With dmap; 2,6-Di-tert-butyl-1,4-benzoquinone; triethylamine; In tetrahydrofuran; chloroform;

DOI:10.1246/cl.2005.638

upstream raw materials:

(S)-methyl 2-[(diphenylphosphino)oxy]-2-phenylpropionate

2,6-Di-tert-butyl-1,4-benzoquinone

2-Mercaptobenzothiazole

(S)-methyl atrolactate