tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate
CAS No.:476156-45-3
Molecular Formula:C₄₄H₅₅NO₆Si
Molecular Weight:722.009
Hs Code.:

Synonyms:tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate

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Technology Process of tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate

There total 4 articles about tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]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: 65.0%

: 1187972-13-9
tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(hydroxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 476156-45-3
tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.tet.2009.06.046

Reference yield:

: 476156-44-2
(E)-4-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-tert-butyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]but-3-en-2-one

: 476156-45-3
tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 12h; under 3040 Torr;
DOI:10.1016/S0957-4166(02)00408-1

Reference yield:

: 476156-43-1
[(2'S,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-tert-butyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]carbaldehyde

: 476156-45-3
tert-butyl [(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(tert-butyldiphenylsilyloxymethyl)-5-(3-oxobutyl)]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 380 mg / toluene / 24 h / Heating

2: H₂ / 10 percent Pd/C / methanol / 12 h / 3040 Torr

With hydrogen; palladium on activated charcoal; In methanol; toluene; 1: Wittig reaction;
DOI:10.1016/S0957-4166(02)00408-1