(Z)-7-((1R,2R,3R,5S)-5-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-3-hydroxycyclopentyl)hept-5-enoic acid

Base Information

• Chemical Name: (Z)-7-((1R,2R,3R,5S)-5-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-3-hydroxycyclopentyl)hept-5-enoic acid
• CAS No.: 1289580-02-4
• Molecular Formula: C₃₅H₆₀O₅Si₂
• Molecular Weight: 617.029

Synonyms:

Chemical Property of (Z)-7-((1R,2R,3R,5S)-5-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-3-hydroxycyclopentyl)hept-5-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-7-((1R,2R,3R,5S)-5-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-3-hydroxycyclopentyl)hept-5-enoic acid

There total 11 articles about (Z)-7-((1R,2R,3R,5S)-5-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-3-hydroxycyclopentyl)hept-5-enoic acid 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:

(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol (1240483-16-2) + 4-carboxybutyliden triphenylphosphorane sodium (41723-91-5) → (Z)-7-((1R,2R,3R,5S)-3-((tert-butyldimethylsilyl)oxy)-2-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)-5-hydroxycyclopentyl)hept-5-enoic acid (1240483-17-3) + (Z)-7-((1R,2R,3R,5S)-5-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-3-hydroxycyclopentyl)hept-5-enoic acid (1289580-02-4)

Guidance literature:

(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol; 4-carboxybutyliden triphenylphosphorane sodium; In tetrahydrofuran; at -10 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; n-heptane; ethyl acetate; at 15 - 30 ℃; Product distribution / selectivity; Cooling;

Reference yield:

(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol (1240483-16-2) + Potassium; 5-(triphenyl-λ5-phosphanylidene)-pentanoate (39647-97-7) → (Z)-7-((1R,2R,3R,5S)-3-((tert-butyldimethylsilyl)oxy)-2-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)-5-hydroxycyclopentyl)hept-5-enoic acid (1240483-17-3) + (Z)-7-((1R,2R,3R,5S)-5-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-3-hydroxycyclopentyl)hept-5-enoic acid (1289580-02-4)

Guidance literature:

(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol; Potassium; 5-(triphenyl-λ⁵-phosphanylidene)-pentanoate; In tetrahydrofuran; at -10 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; n-heptane; ethyl acetate; at 15 - 30 ℃; Product distribution / selectivity; Cooling;

Reference yield:

(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol (1240483-16-2) + 4-carboxybutyliden triphenylphosphorane sodium (41723-91-5) + ethylamine (75-04-7,85404-22-4) → (Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-5-hydroxycyclopentyl)-N-ethylhept-5-enamide (1240483-19-5) + (Z)-7-((1R,2R,3R,5S)-5-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-3-hydroxycyclopentyl)hept-5-enoic acid (1289580-02-4)

Guidance literature:

(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol; 4-carboxybutyliden triphenylphosphorane sodium; In tetrahydrofuran; at -10 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; n-heptane; ethyl acetate; at 15 - 30 ℃; Cooling;

ethylamine; Product distribution / selectivity;

upstream raw materials:

(4-carboxybutyl)triphenylphosphonium bromide

(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol

4-carboxybutyliden triphenylphosphorane sodium

ethylamine

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