tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

Base Information

Chemical Name:tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate
CAS No.:905836-53-5
Molecular Formula:C₂₉H₃₂N₂O₄
Molecular Weight:472.584
Hs Code.:

Synonyms:tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

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Chemical Property of tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

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Technology Process of tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

There total 6 articles about tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate 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:

: (S)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-2-oxo-3-(4-pyridin-2-yl-benzyl)-tetrahydro-furan-3-carboxylic acid

: 905836-53-5
tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

: tert-butyl (1S)-1-((2S,4R)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

Guidance literature:: With acetic acid; In ethanol; at 60 ℃; Title compound not separated from byproducts;
DOI:10.1021/jo060737s

Reference yield:

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

: 52199-24-3
2-[(4-bromomethyl)phenyl]pyridine

: 105-53-3
diethyl malonate

: 905836-53-5
tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

: tert-butyl (1S)-1-((2S,4R)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

Guidance literature:: (2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane; diethyl malonate; With sodium ethanolate; In ethanol; at 0 - 20 ℃;

2-[(4-bromomethyl)phenyl]pyridine; In ethanol; at 0 - 20 ℃; for 16h;

With lithium hydroxide monohydrate; In ethanol; water; at 20 ℃; for 16h; optical yield given as %de;
DOI:10.1021/jm900044w

Reference yield:

: 905836-52-4
(S)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-2-oxo-3-(4-pyridin-2-yl-benzyl)-tetrahydro-furan-3-carboxylic acid ethyl ester

: 905836-53-5
tert-butyl (1S)-1-((2S,4S)-5-oxo-4-(4-(pyridin-2-yl)benzyl)tetrahydrofuran-2-yl)-2-phenylethylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: LiOH*H₂O / ethanol / 2 h

2: AcOH / ethanol / 60 °C

With lithium hydroxide; acetic acid; In ethanol;
DOI:10.1021/jo060737s