1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-ethylidene-3-hydroxy-, phenyl ester

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Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-ethylidene-3-hydroxy-, phenyl ester
CAS No.:141277-50-1
Molecular Formula:C20H31NO4Si
Molecular Weight:377.556
Hs Code.:

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-ethylidene-3-hydroxy-, phenyl ester

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-ethylidene-3-hydroxy-, phenyl ester

There total 7 articles about 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-ethylidene-3-hydroxy-, phenyl ester 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: 60.0%

: [(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-pent-3-ynyl-carbamic acid phenyl ester

: 141277-50-1
(2R)-N-(phenyloxycarbonyl)-2-<(tert-butyldimethylsilyl)oxymethyl>-3-hydroxy-4-(ethylidene)pyrrolidine

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; tert-butyl alcohol; In tetrahydrofuran; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4039(00)91663-0

Reference yield: 50.0%

: 141277-39-6
(4S)-4-<(phenoxycarbonyl)(but-2-ynyl)amino>-5-<(tert-butyldimethylsilyl)oxy>propanal

: 141277-50-1
(2R)-N-(phenyloxycarbonyl)-2-<(tert-butyldimethylsilyl)oxymethyl>-3-hydroxy-4-(ethylidene)pyrrolidine

Guidance literature:: With samarium diiodide; tert-butyl alcohol; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4020(01)85517-4

Reference yield:

: 141277-45-4
methyl (4S)-2-<(but-2-ynyl)amino>-3-<(tert-butyldimethylsilyl)oxy> propionate

: 141277-50-1
(2R)-N-(phenyloxycarbonyl)-2-<(tert-butyldimethylsilyl)oxymethyl>-3-hydroxy-4-(ethylidene)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / sat. sodium bicarbonate / ethyl acetate; H₂O / 2 h / 0 °C

2: diisobutylaluminium hydride / toluene / 5 h / -78 °C

3: 50 percent / samarium(II) iodide, tert-butanol / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.25 h / 0 °C

With samarium diiodide; diisobutylaluminium hydride; sodium hydrogencarbonate; tert-butyl alcohol; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; water; ethyl acetate; toluene;
DOI:10.1016/S0040-4020(01)85517-4