(5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine

Base Information

Chemical Name:(5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine
CAS No.:245674-39-9
Molecular Formula:C₂₉H₃₅NO₄Si
Molecular Weight:489.687
Hs Code.:

Synonyms:(5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine

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Technology Process of (5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine

There total 3 articles about (5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine 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: 97.0%

: 245648-28-6
(S)-benzyl 2-(((tert-butyldiphenylsilyl)oxy)methyl)-5-oxopyrrolidine-1-carboxylate

: 245674-39-9
(5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1021/jo9903297

Reference yield:

: 132974-83-5
(5S)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]pyrrolidin-2-one

: 245674-39-9
(5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / LDA / tetrahydrofuran / 2 h / -78 °C

2: 97 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

With diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; 1: Acylation / 2: Reduction;
DOI:10.1021/jo9903297

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 245674-39-9
(5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyloxy)methyl]-2-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / LDA / tetrahydrofuran / 2 h / -78 °C

2: 97 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

With diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; 1: Acylation / 2: Reduction;
DOI:10.1021/jo9903297