tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)oxy)methyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)oxy)methyl)pyrrolidine-1-carboxylate
CAS No.:1159114-54-1
Molecular Formula:C₂₇H₄₀N₂O₃Si
Molecular Weight:468.712
Hs Code.:

Synonyms:tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)oxy)methyl)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)oxy)methyl)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)oxy)methyl)pyrrolidine-1-carboxylate

There total 5 articles about tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)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: 90.0%

: 1159114-53-0
(2S,4R)-N-Boc-2-((tert-butyldiphenylsilyl)oxymethyl)-4-(cyano)pyrrolidine

: 1159114-54-1
tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)oxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: With hydrogen; nickel; In ethanol; at 20 ℃; under 22801.5 Torr;
DOI:10.1016/j.tetlet.2009.02.211

Reference yield:

: 74844-91-0,114676-69-6,135042-17-0,227935-38-8,102195-79-9
(2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester

: 1159114-54-1
tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)oxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h / 0 - 20 °C

2: lithium borohydride; methanol / tetrahydrofuran / 18 h / 0 - 20 °C

3: 1H-imidazole / dichloromethane / 18 h / 20 °C

4: N,N-dimethyl-formamide / 18 h / 20 - 80 °C

5: ethanol; sodium tetrahydroborate; nickel dichloride / 6 h / 0 - 20 °C

With 1H-imidazole; methanol; sodium tetrahydroborate; lithium borohydride; ethanol; N-ethyl-N,N-diisopropylamine; nickel dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 121147-93-1
(2S,4S)-2-methyl N-Boc-4-((methylsulfonyl)oxy)pyrrolidine-2-carboxylate

: 1159114-54-1
tert-butyl (2S,4S)-4-(aminomethyl)-2-(((tert-butyldiphenylsilyl)oxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: lithium borohydride; methanol / tetrahydrofuran / 18 h / 0 - 20 °C

2: 1H-imidazole / dichloromethane / 18 h / 20 °C

3: N,N-dimethyl-formamide / 18 h / 20 - 80 °C

4: ethanol; sodium tetrahydroborate; nickel dichloride / 6 h / 0 - 20 °C

With 1H-imidazole; methanol; sodium tetrahydroborate; lithium borohydride; ethanol; nickel dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;