(2S,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine

Base Information

Chemical Name:(2S,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine
CAS No.:1203491-20-6
Molecular Formula:C₃₃H₄₉NO₅Si
Molecular Weight:567.841
Hs Code.:

Synonyms:(2S,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine

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Chemical Property of (2S,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine

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Technology Process of (2S,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine

There total 2 articles about (2S,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-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: 12.0%

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 192389-43-8
(5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyl)oxymethyl]-2-hydroxypyrrolidine

: 1203491-21-7
(S)-1-(tert-butoxycarbonyl)-2-[(tert-butyldiphenylsilyl)oxymethyl]pyrrolidine

: 1203491-20-6
(2S,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine

: (2R,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine

Guidance literature:: With samarium diiodide; boron trifluoride diethyl etherate; tert-butyl alcohol; In tetrahydrofuran; at -40 ℃; optical yield given as %de; diastereoselective reaction;
DOI:10.1039/b915488d

Reference yield:

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 138629-30-8,138871-56-4
(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate

: 1203491-20-6
(2S,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine

: (2R,5S)-1-(tert-butyloxycarbonyl)-2-[2-(tert-butyloxycarbonyl)ethyl]-5-[(tert-butyldiphenylsilyl)oxymethyl]-pyrrolidine

Guidance literature:: (S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate; With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -40 ℃; for 0.5h;

With methanol; In tetrahydrofuran; hexane; for 0.5h;

tert-Butyl acrylate; With samarium diiodide; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; tert-butyl alcohol; at -40 ℃; for 0.166667h; optical yield given as %de; diastereoselective reaction;
DOI:10.1039/c1ob06697h