trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Base Information

Chemical Name:trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid
CAS No.:441712-30-7
Molecular Formula:C₂₇H₂₈ClF₂N₃O₄S
Molecular Weight:564.053
Hs Code.:

Synonyms:trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

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Chemical Property of trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

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Technology Process of trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

There total 6 articles about trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid 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:

: 348-40-3
2-amino-6-fluoro-1,3-benzothiazole

: 441712-30-7
trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: tert.-butylnitrite; copper(I) bromide / acetonitrile / 1 h / 60 °C

2.1: pyridinium p-toluenesulfonate / 5,5-dimethyl-1,3-cyclohexadiene / 10 h

3.1: sodium hydroxide / tetrahydrofuran / 15 h / 20 °C

3.2: Cooling with ice

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 17 h / 20 °C

5.1: methanol; sodium hydroxide / tetrahydrofuran / 13 h / 20 °C

With methanol; tert.-butylnitrite; pyridinium p-toluenesulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; copper(I) bromide; sodium hydroxide; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2011.12.045

Reference yield:

: 441714-88-1
C₂₈H₃₀ClF₂N₃O₄S

: 441712-30-7
trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: C₂₈H₃₀ClF₂N₃O₄S; With methanol; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 13h;

With hydrogenchloride; In water;
DOI:10.1016/j.bmc.2011.12.045

Reference yield:

: methyl (3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl)acetate

: 441712-30-7
trans-4-[1-[[3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / tetrahydrofuran / 15 h / 20 °C

1.2: Cooling with ice

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 17 h / 20 °C

3.1: methanol; sodium hydroxide / tetrahydrofuran / 13 h / 20 °C

With methanol; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.12.045