(S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one

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Chemical Name:(S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one
CAS No.:142350-56-9
Molecular Formula:C₂₂H₃₃NO₄Si
Molecular Weight:403.594
Hs Code.:

Synonyms:(S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one

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Chemical Property of (S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one

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Technology Process of (S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one

There total 10 articles about (S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one 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:

: 134816-27-6
N-<(2S)-O-tert-butyldimethylsilyl-2-hydroxy-isovaleryl>-L-phenylalanine

: 142350-56-9
(S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one

Guidance literature:: With dmap; pentafluorophenyl trifloroacetate; In dichloromethane;

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 142350-56-9
(S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / 4-methylmorpholine, diethyl phosphorocyanidate / CH₂Cl₂ / 2 h / 0 °C

2: 87 percent / imidazole / dimethylformamide / 18 h / 40 °C

3: 90 percent / sodium hydroxide / ethanol; H₂O / 0.5 h / Ambient temperature

4: 1.) 4-dimethylaminopyridine / 1.) CH₂Cl₂, 2 h, -10 degC then allowed to rise to 0 degC and 0 degC, 2 h; 2.) toluene, reflux, 1 h

With 4-methyl-morpholine; 1H-imidazole; dmap; sodium hydroxide; diethyl cyanophosphonate; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89562-4

Reference yield:

: 962-39-0
L-Phenylalanine benzyl ester

: 142350-56-9
(S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / N-methylmorpholine, trispyrrolidino-oxybenzotriazolylphosphonium hexafluorophospate / CH₂Cl₂ / 2 h / Ambient temperature

2: 80 percent / imidazole / dimethylformamide / Ambient temperature

3: 100 percent / H₂ / 10percent Pd/C / methanol / 1 h / 760 Torr / Ambient temperature

4: Meldrum's acid, DMAP / CH₂Cl₂ / 0.25 h / -10 °C

5: acetonitrile / 0.5 h / Heating

With 4-methyl-morpholine; 1H-imidazole; dmap; cycl-isopropylidene malonate; trispyrrolidino-oxybenzotriazolylphosphonium hexafluorophospate; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(01)92190-8