(-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one

Base Information

• Chemical Name: (-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one
• CAS No.: 100902-60-1
• Molecular Formula: C₁₆H₁₄ClNO₃S
• Molecular Weight: 335.811

Synonyms:(-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one

Chemical Property of (-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one

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Technology Process of (-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one

There total 12 articles about (-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-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: 91.3%

(S)-1-(Naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid (2R,3R)-9-chloro-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester (100938-15-6) → (-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one (100902-60-1)

Guidance literature:

With potassium carbonate; In methanol; for 19h; Ambient temperature;

DOI:10.1021/jm00106a032

Reference yield: 91.3%

→ (-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one (100902-60-1)

Guidance literature:

Reference yield: 76.0%

(2-chloroethyl)dimethylamine hydrochloride (4584-46-7) + (+)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(dimethylamino)ethyl]-9-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one perchlorate (103921-01-3) → (-)-cis-(2R,3R)-9-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one (100902-60-1)

Guidance literature:

With potassium carbonate; In acetone;

upstream raw materials:

3-(2-Amino-6-chloro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid

(S)-1-(Naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid (2R,3R)-9-chloro-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester

6-chloro-2-nitrothiophenol

methyl trans-3-(4-methoxyphenyl)glycidate

Downstream raw materials:

(+)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(dimethylamino)ethyl]-9-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

(+)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-9-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

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