(Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile

Base Information

• Chemical Name: (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile
• CAS No.: 85453-54-9
• Molecular Formula: C₃₉H₆₈N₂O₄SSi₂
• Molecular Weight: 717.217
• Mol file: 85453-54-9.mol

Synonyms:(Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile

Chemical Property of (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile

There total 2 articles about (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile 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: 94.0%

[(1S,2R,3S,4R)-2-Benzenesulfonyl-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-2-((Z)-6-cyano-hex-2-enyl)-cyclopentyl]-methyl-carbamic acid 2,2,2-trichloro-ethyl ester (85453-53-8) → (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile (85453-54-9)

Guidance literature:

With zinc; In tetrahydrofuran; at 65 ℃; for 6h;

DOI:10.1021/jo00161a010

Reference yield:

(Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-dimethylamino-cyclopentyl}-hept-5-enenitrile (85453-26-5) → (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile (85453-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaHCO₃ / CH₂Cl₂ / 72 h / 25 °C

2: 94 percent / zinc / tetrahydrofuran / 6 h / 65 °C

With sodium hydrogencarbonate; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00161a010

Reference yield: 94.0%

(Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile (85453-54-9) → (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid amide (85453-56-1)

Guidance literature:

With potassium hydroxide; dihydrogen peroxide; ethanolamine; In 2-methoxy-ethanol; water; for 4h;

DOI:10.1021/jo00161a010

upstream raw materials:

[(1S,2R,3S,4R)-2-Benzenesulfonyl-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-2-((Z)-6-cyano-hex-2-enyl)-cyclopentyl]-methyl-carbamic acid 2,2,2-trichloro-ethyl ester

(Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-dimethylamino-cyclopentyl}-hept-5-enenitrile

Downstream raw materials:

(Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid amide

(Z)-7-{(1R,2S,3R)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-hydroxyimino]-cyclopentyl}-hept-5-enenitrile

C₃₉H₆₆N₂O₅SSi₂

4-(3-{(1R,2S,3R)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-hydroxyimino]-cyclopentylmethyl}-oxiranyl)-butyronitrile