(2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine

Base Information

Chemical Name:(2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine
CAS No.:871810-92-3
Molecular Formula:C₁₉H₂₉NO₆S
Molecular Weight:399.508
Hs Code.:

Synonyms:(2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine

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Technology Process of (2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine

There total 1 articles about (2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine 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: 100.0%

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

: 124-63-0
methanesulfonyl chloride

: 871810-92-3
(2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield: 68.0%

: 871810-92-3
(2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine

: 1416961-09-5
(2S)-benzyloxymethyl-1-tert-butoxycarobnyl-(5S)-fluoromethylpyrrolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 8h; Reflux;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 871810-92-3
(2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-methansulfonyloxymethylpyrrolidine

: 1416961-24-4
methyl trans-4-[(5S)-ethoxymethyl-1-[[7-fluoro-2-(2-methylphenylamino)-6-benzoxazolyl]acetyl]-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 8 h / Reflux

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

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

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

5: sodium methylate / methanol / Reflux

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

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

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

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