ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Chemical Name:ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate
CAS No.:1416961-20-0
Molecular Formula:C₃₁H₃₇F₂N₃O₆
Molecular Weight:585.648
Hs Code.:

ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Synonyms:ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Chemical Property of ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Technology Process of ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

There total 11 articles about ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate 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: 88.0%

: 441714-46-1
[2-(5-fluoro-2-methylphenylamino)-7-fluoro-6-benzoxazolyl]acetic acid

: 1416960-92-3
ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

: 1416961-20-0
ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 441717-57-3
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3S)-methoxypyrrolidine

: 1416961-20-0
ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 0 - 20 °C

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / Reflux

3.1: palladium 10% on activated carbon; hydrogen / methanol / 20 h

4.1: Rh/Al₂O₃; hydrogen / methanol; acetic acid / 48 h / 10?atm

5.1: dmap / acetonitrile / 20 h / 20 °C

5.2: 24 h / Reflux

6.1: diazomethyl-trimethyl-silane / benzene; hexane / 2 h / 20 °C

7.1: sodium hydroxide / dichloromethane / 96 h / 20 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 17 h / 70 °C

9.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

10.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 2 h / 20 °C

With dmap; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; Rh/Al₂O₃; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; diazomethyl-trimethyl-silane; In tetrahydrofuran; methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene; 2.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 1416960-91-2
4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

: 1416961-20-0
ethyl trans-4-[1-[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 17 h / 70 °C

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 2 h / 20 °C

With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.11.003