Cyclopentanone, 3-[(3S)-3-cyclohexyl-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propynyl]- 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylene-, (3R,4R)-

Base Information

• Chemical Name: Cyclopentanone, 3-[(3S)-3-cyclohexyl-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propynyl]- 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylene-, (3R,4R)-
• CAS No.: 134005-63-3
• Molecular Formula: C27H48O3Si2
• Molecular Weight: 476.847
• Mol file: 134005-63-3.mol

Synonyms:

Chemical Property of Cyclopentanone, 3-[(3S)-3-cyclohexyl-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propynyl]- 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylene-, (3R,4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanone, 3-[(3S)-3-cyclohexyl-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propynyl]- 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylene-, (3R,4R)-

There total 8 articles about Cyclopentanone, 3-[(3S)-3-cyclohexyl-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propynyl]- 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylene-, (3R,4R)- 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: 4.0%

C19H37AlOSi (134005-59-7) + (4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol (117254-07-6) → (3R, 4R)-2-methylene-3-[(3S)-3-(tert-butyldimethylsiloxy)-3-cyclohexylprop-1-ynyl]-4-(tert-butyldimethylsiloxy)cyclopentane-1-one (134005-63-3) + (3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-prop-1-ynyl]-2-methylene-cyclopentanone (134053-28-4)

Guidance literature:

In benzene; Ambient temperature;

DOI:10.1021/jo00010a004

Reference yield:

(4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol (117254-07-6) → (3R, 4R)-2-methylene-3-[(3S)-3-(tert-butyldimethylsiloxy)-3-cyclohexylprop-1-ynyl]-4-(tert-butyldimethylsiloxy)cyclopentane-1-one (134005-63-3)

Guidance literature:

(S)-3-<(tert-Butyldimethylsilyl)oxy>-3-cyclohexyl-1-propyne; With n-butyllithium; In hexane; toluene; at 0 ℃; for 0.5h;

With diethylaluminium chloride; In hexane; toluene; at 0 - 20 ℃; for 0.5h;

(4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol; With hydrogenchloride; ammonium chloride; more than 3 stages;

Reference yield:

(4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethyloxy)cyclopent-2-en-1-one + (S)-3-<(tert-Butyldimethylsilyl)oxy>-3-cyclohexyl-1-propyne (105803-39-2) → (3R, 4R)-2-methylene-3-[(3S)-3-(tert-butyldimethylsiloxy)-3-cyclohexylprop-1-ynyl]-4-(tert-butyldimethylsiloxy)cyclopentane-1-one (134005-63-3)

Guidance literature:

With n-butyllithium; diethylaluminium chloride; In benzene;

upstream raw materials:

C₁₉H₃₇AlOSi

(4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol

diethyl aluminiumcholoride

(S)-3-<(tert-Butyldimethylsilyl)oxy>-3-cyclohexyl-1-propyne

Downstream raw materials:

3, 4, 5, 16, 17, 18, 19, 20-octanol-2, 6-inter-m-phenylene-15-cyclohexyl-13, 14-didehydro-PGE₁ ethyl ester 11, 15-bis(tert-butyldimethylsilyl ether)

6-thia-3, 4, 5, 16, 17, 18, 19, 20-octanol-2, 6-inter-m-phenylene-15-cyclohexyl-PGE₁ ethyl ester 11, 15-bis(tert-butyldimethylsilyl ether)

2-decarboxy-16,17,18,19,20-pentanor-15-cyclohexyl-2,2,3,3,13,14-hexadehydro-6-thia-PGE₁ 11,15-bis(tert-butyldimethylsilyl ether)