(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde

Base Information

Chemical Name:(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde
CAS No.:691407-26-8
Molecular Formula:C₂₇H₃₅NO₅Si
Molecular Weight:481.664
Hs Code.:

Synonyms:(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde

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Chemical Property of (4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde

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Technology Process of (4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde

There total 3 articles about (4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde 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: 96.0%

: 144564-14-7
(4R,5S)-1-tert-butyloxycarbonyl-5-((tert-butyldiphenylsilyl)oxymethyl)-4-vinylpyrrolidin-2-one

: 691407-26-8
(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde

Guidance literature:: (4R,5S)-1-tert-butyloxycarbonyl-5-((tert-butyldiphenylsilyl)oxymethyl)-4-vinylpyrrolidin-2-one; With ozone; In dichloromethane; at -78 ℃; for 0.25h;

With triphenylphosphine; In dichloromethane; at 20 ℃; for 1h; Further stages.;
DOI:10.1039/b600195e

Reference yield: 84.0%

: 691407-25-7
(4R,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-4-(2-methylprop-1-enyl)pyrrolidin-2-one

: 691407-26-8
(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde

Guidance literature:: (4R,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-4-(2-methylprop-1-enyl)pyrrolidin-2-one; With ozone; In dichloromethane; at -78 ℃;

With acetic acid; zinc; In dichloromethane; at 20 ℃; for 1h; Further stages.;
DOI:10.1039/b316219b

Reference yield:

: 138871-58-6
(S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

: 691407-26-8
(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: CuBr*SMe₂ / tetrahydrofuran / 0.25 h / 15 °C

1.2: 68 percent / Me₃SiCl / tetrahydrofuran / 1 h / -78 °C

2.1: ozone / CH₂Cl₂ / -78 °C

2.2: 84 percent / Zn; AcOH / CH₂Cl₂ / 1 h / 20 °C

With copper(I) bromide dimethylsulfide complex; ozone; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b316219b