(2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)pyrrolidine

Base Information

Chemical Name:(2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)pyrrolidine
CAS No.:943860-60-4
Molecular Formula:C₃₂H₃₉NO₆
Molecular Weight:533.665
Hs Code.:

Synonyms:(2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)pyrrolidine

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Chemical Property of (2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)pyrrolidine

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Technology Process of (2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)pyrrolidine

There total 1 articles about (2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)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: 97.0%

: 945927-76-4
C₃₈H₅₃NO₆Si

: 943860-60-4
(2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)pyrrolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1055/s-2007-966022

Reference yield: 94.0%

: 943860-60-4
(2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)pyrrolidine

: 943860-61-5
[(2'S,3'S,4'R,5'S)-N-(tert-butyloxycarbonyl)-3',4'-O-dibenzyl-5'-(O-benzylmethyl)pyrrolidin-2'-yl]carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.33333h;
DOI:10.1055/s-2007-966022

Reference yield:

: 943860-60-4
(2R,3S,4R,5S)-N-(tert-butyloxycarbonyl)-2-(hydroxymethyl)-3,4-O-dibenzyl-5-(O-benzylmethyl)pyrrolidine

: 943860-63-7
C₃₅H₄₃NO₆

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.33 h / -78 - 20 °C

2: 71 percent / toluene / 24 h / Heating

3: H₂ / Pd/C / methanol / 12 h / 750.08 Torr

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; toluene; 1: Swern oxidation / 2: Wittig reaction;
DOI:10.1055/s-2007-966022