(2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine

Base Information

Chemical Name:(2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine
CAS No.:852616-72-9
Molecular Formula:C₃₃H₃₉NO₆Si
Molecular Weight:573.761
Hs Code.:

Synonyms:(2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine

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Chemical Property of (2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine

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Technology Process of (2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine

There total 10 articles about (2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)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: 92.0%

: 852616-69-4
(2R,3R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-hydroxy-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine

: 852616-72-9
(2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine

Guidance literature:: With Dess-Martin periodane; In dichloromethane; cooling;
DOI:10.1021/jo050057+

Reference yield:

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

: 852616-72-9
(2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / OsO₄; 4-methylmorpholine N-oxide monohydrate / acetone; H₂O; toluene / 0 - 20 °C

2: 70 percent / DMAP; pyridine / CH₂Cl₂ / -78 - -10 °C

3: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / cooling

With pyridine; dmap; osmium(VIII) oxide; Dess-Martin periodane; 4-methylmorpholine 4-oxide monohydrate; In dichloromethane; water; acetone; toluene;
DOI:10.1021/jo050057+

Reference yield:

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

: 852616-72-9
(2R,4S)-N-tert-butyloxycarbonyl-4-benzoyloxy-3-oxo-2-(tert-butyldiphenylsiloxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / DMAP; pyridine / CH₂Cl₂ / -78 - -10 °C

2: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / cooling

With pyridine; dmap; Dess-Martin periodane; In dichloromethane;
DOI:10.1021/jo050057+