Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl ester

Base Information

• Chemical Name: Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl ester
• CAS No.: 220439-86-1
• Molecular Formula: C₂₅H₄₃NO₃Si
• Molecular Weight: 433.707
• Mol file: 220439-86-1.mol

Synonyms:Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl ester

Chemical Property of Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl ester

There total 1 articles about Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl 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: 38.0%

Diisopropyl-carbamic acid (E)-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-hex-5-enyl ester → Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl ester (220439-86-1) + tert-Butyl-dimethyl-((1R,2R,5R,6R)-6-phenyl-bicyclo[3.1.0]hex-2-yloxy)-silane + tert-Butyl-dimethyl-((1R,2S,5R,6R)-6-phenyl-bicyclo[3.1.0]hex-2-yloxy)-silane

Guidance literature:

With sec.-butyllithium; (-)-sparteine; In diethyl ether; at -78 - -40 ℃; for 3h;

DOI:10.1016/S0040-4039(98)02233-3

Reference yield:

Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl ester (220439-86-1) → (-)-(1R,2S)-2-benzylcyclopentanol (135357-02-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) TBAF, 2.) MsCl₄, EtN, 3.) LiBEt₃H

2: DIBAL / diethyl ether

With erythritol tetranitrate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; lithium triethylborohydride; In diethyl ether;

DOI:10.1016/S0040-4039(98)02233-3

Reference yield:

Diisopropyl-carbamic acid (1R,2S,3S)-2-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl ester (220439-86-1) → Diisopropyl-carbamic acid (1R,2S)-2-benzyl-cyclopentyl ester (220439-85-0)

Guidance literature:

With erythritol tetranitrate; tetrabutyl ammonium fluoride; lithium triethylborohydride; Multistep reaction;

DOI:10.1016/S0040-4039(98)02233-3

Downstream raw materials:

Diisopropyl-carbamic acid (1R,2S)-2-benzyl-cyclopentyl ester

(-)-(1R,2S)-2-benzylcyclopentanol