tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate
CAS No.:1426540-34-2
Molecular Formula:C₂₃H₃₅NO₅
Molecular Weight:405.535
Hs Code.:

Synonyms:tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

There total 2 articles about tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate 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: 68.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1426540-18-2
((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methanol

: 1426540-34-2
tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

Guidance literature:: With triethylamine; triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 60h;
DOI:10.1021/jo400001t

Reference yield:

: 1426540-33-1
(((2R,3R)-3-((3S,4S)-4-(azidomethyl)-1-(benzyloxy)-5-methylhex-5-en-3-yl)oxiran-2-yl)methoxy)(tert-butyl)dimethylsilane

: 1426540-34-2
tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

2: triethylamine; triphenylphosphine / water; tetrahydrofuran / 60 h / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; water;
DOI:10.1021/jo400001t

Reference yield: 87.0%

: 1426540-34-2
tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

: C₂₂H₃₁NO₄

: 1426540-35-3
tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-(hydroxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate

Guidance literature:: tert-butyl (2S,3S,4S)-3-(2-(benzyloxy)ethyl)-2-((1S)-1,2-dihydroxyethyl)-4-(prop-1-en-2-yl)pyrrolidine-1-carboxylate; With sodium periodate; In tetrahydrofuran; water; at 0 ℃; for 1h;

C₂₂H₃₁NO₄; With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.166667h;
DOI:10.1021/jo400001t