(Z)-7-{(1S,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

Base Information

• Chemical Name: (Z)-7-{(1S,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
• CAS No.: 85548-78-3
• Molecular Formula: C₄₀H₇₀N₂O₄SSi₂
• Molecular Weight: 731.244

Synonyms:

Chemical Property of (Z)-7-{(1S,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

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Technology Process of (Z)-7-{(1S,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

There total 2 articles about (Z)-7-{(1S,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 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:

(Z)-7-Bromo-hept-5-enenitrile (85453-24-3) + (S,E)-3-t-butyldimethylsilyloxy-1-lithio-1-octene (41138-68-5) + (1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene (77493-70-0) → (1S,2S,3S,4R)-cis-4-(tert-Butyldimethylsiloxy)-trans-3-<(E,S)-3'-(tert-butyldimethylsiloxy)-1'-octenyl>-1-(dimethylamino)-trans-2-(phenylsulfonyl)cyclopentane (77494-46-3) + (Z)-7-{(1S,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 (85548-78-3) + (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)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00161a010

Reference yield:

(Z)-7-Bromo-hept-5-enenitrile (85453-24-3) + (S,E)-3-t-butyldimethylsilyloxy-1-lithio-1-octene (41138-68-5) + (1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene (77493-70-0) → (1S,2S,3S,4R)-cis-4-(tert-Butyldimethylsiloxy)-trans-3-<(E,S)-3'-(tert-butyldimethylsiloxy)-1'-octenyl>-1-(dimethylamino)-trans-2-(phenylsulfonyl)cyclopentane (77494-46-3) + (1S,2R,3S,4R)-cis-4-(tert-Butyldimethylsiloxy)-trans-3-<(E,S)-3'-(tert-butyldimethylsiloxy)-1'-octenyl>-1-(dimethylamino)-cis-2-(phenylsulfonyl)cyclopentane (77520-22-0) + (Z)-7-{(1S,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 (85548-78-3) + (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)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00161a010

upstream raw materials:

(Z)-7-Bromo-hept-5-enenitrile

(S,E)-3-t-butyldimethylsilyloxy-1-lithio-1-octene

(1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene

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