tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate

Base Information

Chemical Name:tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate
CAS No.:260391-23-9
Molecular Formula:C₂₅H₃₄N₂O₃Si
Molecular Weight:438.642
Hs Code.:

Synonyms:tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate

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Chemical Property of tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate

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Technology Process of tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate

There total 5 articles about tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate 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: 72.0%

: 151-50-8
potassium cyanide

: 260391-22-8
(2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate

: 260391-23-9
tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate

Guidance literature:: With 18-crown-6 ether; In acetonitrile; for 2h; Heating;
DOI:10.1002/(sici)1099-0690(200001)2000:1<115::aid-ejoc115>3.0.co;2-j

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 260391-23-9
tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / Et₃N

2: 100 percent

3: 68 percent / LiBH₄ / diethyl ether / 1 h / 0 - 20 °C

4: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

5: 72 percent / 18-crown-6 / acetonitrile / 2 h / Heating

With lithium borohydride; 18-crown-6 ether; triethylamine; In diethyl ether; dichloromethane; acetonitrile; 1: Condensation / 2: Condensation / 3: Reduction / 4: Condensation / 5: Substitution;
DOI:10.1002/(sici)1099-0690(200001)2000:1<115::aid-ejoc115>3.0.co;2-j

Reference yield:

: 2766-43-0
N-tert-butyloxycarbonyl-L-serine methyl ester

: 260391-23-9
tert-butyl [(R)-1-cyanomethyl-2-(tert-butyldiphenylsilyloxy)ethyl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent

2: 68 percent / LiBH₄ / diethyl ether / 1 h / 0 - 20 °C

3: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4: 72 percent / 18-crown-6 / acetonitrile / 2 h / Heating

With lithium borohydride; 18-crown-6 ether; triethylamine; In diethyl ether; dichloromethane; acetonitrile; 1: Condensation / 2: Reduction / 3: Condensation / 4: Substitution;
DOI:10.1002/(sici)1099-0690(200001)2000:1<115::aid-ejoc115>3.0.co;2-j