(2S,3S)-3-HYDROXY-2-(4-METHOXY-PHEN YL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THI AZEPIN-4-ONE

Base Information

• Chemical Name: (2S,3S)-3-HYDROXY-2-(4-METHOXY-PHEN YL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THI AZEPIN-4-ONE
• CAS No.: 27068-88-8
• Molecular Formula: C16H15 N O3 S
• Molecular Weight: 301.366
• Hs Code.: 2934999090
• Mol file: 27068-88-8.mol

Synonyms:1,5-Benzothiazepin-4(5H)-one,2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)- (8CI)

Chemical Property of (2S,3S)-3-HYDROXY-2-(4-METHOXY-PHEN YL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THI AZEPIN-4-ONE

Chemical Property:

• PSA: 83.86000
• LogP: 2.97960

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3S)-3-HYDROXY-2-(4-METHOXY-PHEN YL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THI AZEPIN-4-ONE

There total 36 articles about (2S,3S)-3-HYDROXY-2-(4-METHOXY-PHEN YL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THI AZEPIN-4-ONE 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: 92.0%

cis-(+/-)-2,3-dihydro-3-<(2-methoxyethoxy)methoxy>-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one → 3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one (27068-88-8,30825-34-4,42399-49-5,42399-51-9,89646-44-6,101143-20-8,107438-58-4,132830-16-1,132830-17-2)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4020(01)88031-5

Reference yield: 84.0%

(+/-)-(R*,R*)-β-<(2-aminophenyl)thio>-α-hydroxy-4-methoxybenzenepropanoic acid (30193-57-8,30825-31-1,42399-48-4,42399-50-8,42399-55-3,119009-50-6,131565-75-8,131613-02-0) → 3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one (27068-88-8,30825-34-4,42399-49-5,42399-51-9,89646-44-6,101143-20-8,107438-58-4,132830-16-1,132830-17-2)

Guidance literature:

In xylene; at 135 ℃; for 9h;

Reference yield: 50.0%

3-(2-Amino-phenylsulfanyl)-2-(2-methoxy-ethoxymethoxy)-3-(4-methoxy-phenyl)-propionic acid → 3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one (27068-88-8,30825-34-4,42399-49-5,42399-51-9,89646-44-6,101143-20-8,107438-58-4,132830-16-1,132830-17-2) + cis-(+/-)-2,3-dihydro-3-<(2-methoxyethoxy)methoxy>-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

Guidance literature:

With 4 A molecular sieve; In xylene; Heating;

DOI:10.1016/S0040-4020(01)88031-5

upstream raw materials:

2-hydroxy 3-(4-methoxyphenyl)-3-(2-amino phenylthio)-propionic acid

sodium (E)-3-(4-methoxyphenyl)acrylate

2-amino-benzenethiol

3-(2-Amino-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Downstream raw materials:

3-acetoxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

5-(2-dimethylamino-ethyl)-3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

3c-benzoyloxy-5-(2-dimethylamino-ethyl)-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

5-(2-dimethylamino-ethyl)-3c-hexanoyloxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

Refernces

• 1、 -. "Process for preparing an optically active phenylglycidyl acid derivative". . . Retrieved 2008/06/13.
• 2、 Yamada, Shin-Ichi,Yoshioka, Ryuzo,Shibatani, Takeji. "Optical resolution of a 1,5-benzothiazepine derivative, a synthetic intermediate of diltiazem, by preferential crystallization and diastereomeric salt formation". . p. 1922 - 1927. Retrieved 2007/10/03.