methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Base Information

Chemical Name:methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate
CAS No.:877664-14-7
Molecular Formula:C₃₂H₄₀F₂N₄O₅
Molecular Weight:598.69
Hs Code.:

methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Synonyms:methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Chemical Property of methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Technology Process of methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

There total 7 articles about methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-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: 73.0%

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

: methyl trans-4-[(5S)-dimethylaminomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate dihydrochloride

: 877664-14-7
methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-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:

: 138528-06-0
(2S,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-hydroxymethylpyrrolidine

: 877664-14-7
methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / 2 h / 60 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 15 h

3: Rh/Al₂O₃; hydrogen / acetic acid; ethanol / 2.5 h / 20 °C / 8?atm

4: sodium methylate / methanol / Reflux

5: diazomethyl-trimethyl-silane / benzene; hexane / 1 h / 20 °C

6: trichloroisocyanuric acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.5 h / 0 - 20 °C

7: sodium tris(acetoxy)borohydride / tetrahydrofuran / 2.5 h / 20 °C

8: hydrogenchloride; water / 1,4-dioxane / 12 h / 20 °C

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

With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; di-isopropyl azodicarboxylate; trichloroisocyanuric acid; palladium 10% on activated carbon; Rh/Al₂O₃; water; hydrogen; sodium methylate; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; diazomethyl-trimethyl-silane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene; 1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 877664-08-9
methyl 4-[1-tert-butoxycarbonyl-(5S)-hydroxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

: 877664-14-7
methyl trans-4-[1-[[7-fluoro-2-(5-fluoro-2-methylphenylamino)-6-benzoxazolyl]acetyl]-(5S)-dimethylanimomethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: Rh/Al₂O₃; hydrogen / acetic acid; ethanol / 2.5 h / 20 °C / 8?atm

2: sodium methylate / methanol / Reflux

3: diazomethyl-trimethyl-silane / benzene; hexane / 1 h / 20 °C

4: trichloroisocyanuric acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.5 h / 0 - 20 °C

5: sodium tris(acetoxy)borohydride / tetrahydrofuran / 2.5 h / 20 °C

6: hydrogenchloride; water / 1,4-dioxane / 12 h / 20 °C

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

With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; Rh/Al₂O₃; water; hydrogen; sodium methylate; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diazomethyl-trimethyl-silane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.bmc.2012.11.003