tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate

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Chemical Name:tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate
CAS No.:857651-10-6
Molecular Formula:C₂₃H₃₉NO₆SSi
Molecular Weight:485.717
Hs Code.:

Synonyms:tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate

There total 5 articles about tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate 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: 93.0%

: 114676-67-4
(2S,4R)-1-Boc-4-[(t-butyldimethylsilyl)oxy]-2-(hydroxymethyl)pyrrolidine

: 98-59-9
p-toluenesulfonyl chloride

: 857651-10-6
tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate

Guidance literature:: (2S,4R)-1-Boc-4-[(t-butyldimethylsilyl)oxy]-2-(hydroxymethyl)pyrrolidine; p-toluenesulfonyl chloride; With triethylamine; In dichloromethane; at 20 ℃;

With pyridine; In dichloromethane; for 48h;

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 857651-10-6
tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / toluene; tetrahydrofuran / -78 - 20 °C / Inert atmosphere

4: triethylamine; pyridine / dichloromethane / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 857651-10-6
tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-({[(4-methylphenyl)-sulfonyl]-oxy}methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / toluene; tetrahydrofuran / -78 - 20 °C / Inert atmosphere

3: triethylamine; pyridine / dichloromethane / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;