(1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate

Base Information

Chemical Name:(1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate
CAS No.:527709-58-6
Molecular Formula:C₂₄H₃₃NO₃Si
Molecular Weight:411.616
Hs Code.:

Synonyms:(1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate

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Chemical Property of (1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate

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Technology Process of (1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate

There total 6 articles about (1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)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: 83.0%

: 1189-71-5
isocyanate de chlorosulfonyle

: tert-Butyl-((E)-(R)-4-methoxy-1,4-diphenyl-but-2-enyloxy)-dimethyl-silane

: 527709-58-6
(1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate

Guidance literature:: isocyanate de chlorosulfonyle; tert-Butyl-((E)-(R)-4-methoxy-1,4-diphenyl-but-2-enyloxy)-dimethyl-silane; With sodium carbonate; In dichloromethane; at -78 ℃;

With potassium hydroxide; sodium sulfite; In dichloromethane; water; ethyl acetate; at 20 ℃;
DOI:10.1021/jo0267089

Reference yield:

: 1189-71-5
isocyanate de chlorosulfonyle

: 848359-92-2
(1S,2S)-(E)-1,4-diphenyl-1-tert-butyldimethylsilyloxy-2-methoxybut-3-ene

: 527709-58-6
(1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate

: (1S,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate

Guidance literature:: With sodium carbonate; In dichloromethane; at -78 ℃; Title compound not separated from byproducts;
DOI:10.1016/j.tetlet.2004.12.100

Reference yield:

: 1080-32-6
O,O-diethyl benzylphosphonate

: 527709-58-6
(1R,2S)-methyl N-[2-tert-butyldimethylsilyloxy-2-phenyl-1-((E)-2-phenylethenyl)ethyl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaHMDS / tetrahydrofuran / 0.5 h / -40 °C

1.2: 75 percent / tetrahydrofuran / 2 h / -78 - 0 °C

2.1: Na₂CO₃ / CH₂Cl₂ / -78 °C

With sodium hexamethyldisilazane; sodium carbonate; In tetrahydrofuran; dichloromethane; 1.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tetlet.2004.12.100