(3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one

Base Information

Chemical Name:(3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one
CAS No.:910548-23-1
Molecular Formula:C₂₇H₃₅N₃O₄Si
Molecular Weight:493.678
Hs Code.:

Synonyms:(3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one

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Chemical Property of (3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one

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Technology Process of (3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one

There total 3 articles about (3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one 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: 68.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

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

: 910548-23-1
(3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one

Guidance literature:: In diethyl ether; at 20 ℃; for 72h;
DOI:10.1021/ja062960c

Reference yield:

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

: 910548-23-1
(3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran / -78 - 0 °C

1.2: 60 percent / tetrahydrofuran / -78 - 20 °C

2.1: 86 percent / aq. H₂O₂ / tetrahydrofuran; acetic acid / 0.5 h / 0 °C

3.1: 68 percent / diethyl ether / 72 h / 20 °C

With dihydrogen peroxide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; acetic acid;
DOI:10.1021/ja062960c

Reference yield:

: 919349-69-2
(S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-3-phenylselanyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 910548-23-1
(3R,4R,5S)-5-tert-butyldiphenylsilyloxymethyl-N-tert-butyloxycarbonyl-3,4-pyrazolinepyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / aq. H₂O₂ / tetrahydrofuran; acetic acid / 0.5 h / 0 °C

2: 68 percent / diethyl ether / 72 h / 20 °C

With dihydrogen peroxide; In tetrahydrofuran; diethyl ether; acetic acid;
DOI:10.1021/ja062960c