tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-1-carboxylate
CAS No.:852616-66-1
Molecular Formula:C₂₆H₃₇NO₅Si
Molecular Weight:471.669
Hs Code.:

Synonyms:tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-1-carboxylate

There total 16 articles about tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-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: 96.0%

: 852616-64-9
tert-butyl (S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,5-dihydro-1H-pyrrole-1-carboxylate

: 852616-66-1
tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-1-carboxylate

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃;
DOI:10.3390/molecules24050873

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 852616-66-1
tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / imidazole / dimethylformamide / 24 h

2: 80 percent / OsO₄; 4-methylmorpholine N-oxide monohydrate / acetone; H₂O; 2-methyl-propan-2-ol / 48 h

With 1H-imidazole; osmium(VIII) oxide; 4-methylmorpholine 4-oxide monohydrate; In water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2006.12.023

Reference yield:

: 205444-34-4
(S)-tert-butyl 2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

: 852616-66-1
tert-butyl (2R,3R,4S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydroxypyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / imidazole / dimethylformamide / 24 h

2: 80 percent / OsO₄; 4-methylmorpholine N-oxide monohydrate / acetone; H₂O; 2-methyl-propan-2-ol / 48 h

With 1H-imidazole; osmium(VIII) oxide; 4-methylmorpholine 4-oxide monohydrate; In water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2006.12.023