Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester

Base Information

Chemical Name:Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester
CAS No.:97815-30-0
Molecular Formula:C₂₀H₃₃NO₃Si
Molecular Weight:363.572
Hs Code.:

Synonyms:Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester

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Chemical Property of Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester

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Technology Process of Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester

There total 4 articles about Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester 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:

: 113279-50-8
N,N-diisopropyl 2-propynyl carbamate

: 97815-30-0
Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) lithiation, 2.) silylation

2: 68 percent / H₂ / nickel / cis-hydrogenation by the method of Brown

3: 1.) n-butyllithium, TMEDA, 2.) diisobutylaluminium methanesulfonate ⁽⁵⁾ / 1.) hexane, ether, 1 h, -78 deg C, 2.) tert.-butyl methyl ether, -78 deg C, 1 h

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium methanesulfonate ⁽⁵⁾; hydrogen; nickel;
DOI:10.1016/S0040-4039(00)61897-X

Reference yield:

: 113279-48-4
N,N-diisopropyl 3-(trimethylsilyl)-2-propynyl carbamate

: 97815-30-0
Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / H₂ / nickel / cis-hydrogenation by the method of Brown

2: 1.) n-butyllithium, TMEDA, 2.) diisobutylaluminium methanesulfonate ⁽⁵⁾ / 1.) hexane, ether, 1 h, -78 deg C, 2.) tert.-butyl methyl ether, -78 deg C, 1 h

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium methanesulfonate ⁽⁵⁾; hydrogen; nickel;
DOI:10.1016/S0040-4039(00)61897-X

Reference yield:

: 97815-26-4
(Z)-3-trimethylsilyl-2-propenyl N,N-diisopropyl carbamate

: 100-52-7
benzaldehyde

: 97815-30-0
Diisopropyl-carbamic acid (E)-(3S,4R)-4-hydroxy-4-phenyl-3-trimethylsilanyl-but-1-enyl ester

Guidance literature:: With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium methanesulfonate ⁽⁵⁾; Yield given. Multistep reaction; 1.) hexane, ether, 1 h, -78 deg C, 2.) tert.-butyl methyl ether, -78 deg C, 1 h;
DOI:10.1016/S0040-4039(00)61897-X