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

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-hydroxy-4-[[4-(trifluoro methyl)phenyl]methyl]-, phenyl ester
CAS No.:141277-48-7
Molecular Formula:C26H34F3NO4Si
Molecular Weight:509.641
Hs Code.:

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

Synonyms:

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

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

There total 12 articles about 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-hydroxy-4-[[4-(trifluoro methyl)phenyl]methyl]-, 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: 44.0%

: [(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-[(E)-4-(4-trifluoromethyl-phenyl)-but-3-enyl]-carbamic acid phenyl ester

: 141277-48-7
(2R)-N-(phenyloxycarbonyl)-2-<(tert-butyldimethylsilyl)oxymethyl>-3-hydroxy-4-(4-trifluoromethylbenzyl)pyrrolidine

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; tert-butyl alcohol; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/S0040-4039(00)91663-0

Reference yield: 44.0%

: 158568-67-3
methyl (2S)-2-<(phenoxycarbonyl)<3-(4-trifluoromethylphenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propan-1-al

: 141277-48-7
(2R)-N-(phenyloxycarbonyl)-2-<(tert-butyldimethylsilyl)oxymethyl>-3-hydroxy-4-(4-trifluoromethylbenzyl)pyrrolidine

Guidance literature:: With samarium diiodide; tert-butyl alcohol; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)85516-2

Reference yield:

: 98642-61-6
(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

: 141277-48-7
(2R)-N-(phenyloxycarbonyl)-2-<(tert-butyldimethylsilyl)oxymethyl>-3-hydroxy-4-(4-trifluoromethylbenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: benzene / 0.5 h / Ambient temperature

2: NaBH₄ / methanol / 0 deg C, 0.2 h, then 0 deg C --> room temp., 0.5 h

3: 71 percent / sat. sodium bicarbonate / ethyl acetate; H₂O / 1 h / 0 °C

4: 83 percent / diisobutylaluminium hydride / toluene / 3.5 h / -78 °C

5: 44 percent / samarium(II) iodide, tert-butanol / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 0 °C

With sodium tetrahydroborate; samarium diiodide; diisobutylaluminium hydride; sodium hydrogencarbonate; tert-butyl alcohol; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; water; ethyl acetate; toluene; benzene;
DOI:10.1016/S0040-4020(01)85516-2