(2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine

Base Information

Chemical Name:(2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine
CAS No.:198829-58-2
Molecular Formula:C₂₀H₃₃NO₃Si
Molecular Weight:363.572
Hs Code.:

Synonyms:(2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine

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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 (2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine

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Technology Process of (2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine

There total 4 articles about (2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine 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: 75.0%

: 218797-62-7
methanesulfonic acid (1R,2R)-2-<(tert-butoxycarbonyl)amino>-1-<<(tert-butyldimethylsilyl)oxy>methyl>-2-phenylethyl ester

: 198829-58-2
(2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1021/jo981140i

Reference yield:

: 153704-74-6
(2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol

: 198829-58-2
(2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; Yield given;
DOI:10.1021/jo981140i

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 198829-58-2
(2S,3R)-1-(tert-butoxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-3-phenylaziridine

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

2: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 5 h / -15 - 23 °C

3: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; dmap; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo981140i