(1'S,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine

Base Information

Chemical Name:(1'S,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine
CAS No.:146880-56-0
Molecular Formula:C₁₂H₂₁NO₃
Molecular Weight:227.304
Hs Code.:

Synonyms:(1'S,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine

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Chemical Property of (1'S,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine

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Technology Process of (1'S,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine

There total 1 articles about (1'S,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine 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: 35.0%

: 86953-79-9
tert-butyl pyrrolidine-1-carboxylate

: 107-02-8,25068-14-8
acrolein

: 146880-55-9
(1'R,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine

: 146880-56-0
(1'S,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine

Guidance literature:: tert-butyl pyrrolidine-1-carboxylate; With sec.-butyllithium; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine; In diethyl ether; cyclohexane; at -78 ℃; for 3h; Inert atmosphere;

acrolein; In diethyl ether; cyclohexane; at -78 - 20 ℃; for 20h; Inert atmosphere;

With water; ammonium chloride; In diethyl ether; cyclohexane; optical yield given as %ee; Saturated solution;
DOI:10.1016/j.tetasy.2010.03.048

Reference yield:

: 146880-56-0
(1'S,2S)-2-(1'-hydroxypropen-2'-yl)-N-<(tert-butyloxy)carbonyl>pyrrolidine

: (S)-2-((E)-(S)-3-Methoxycarbonyl-4-phenyl-but-1-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / 0 °C

2: 1) ozone, 2) PPh₃ / 1) CH₂Cl₂, 0 deg C, 10 min, 2) 0 deg C, 3 h

With pyridine; dmap; ozone; triphenylphosphine; In dichloromethane;
DOI:10.1021/jo00057a038