Pentanoic acid, 5-(triphenylphosphoranylidene)-, potassium salt

Base Information

• Chemical Name: Pentanoic acid, 5-(triphenylphosphoranylidene)-, potassium salt
• CAS No.: 39647-97-7
• Molecular Formula: C23H23O2P.K
• Molecular Weight: 400.499
• Mol file: 39647-97-7.mol

Synonyms:

Chemical Property of Pentanoic acid, 5-(triphenylphosphoranylidene)-, potassium salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pentanoic acid, 5-(triphenylphosphoranylidene)-, potassium salt

There total 1 articles about Pentanoic acid, 5-(triphenylphosphoranylidene)-, potassium salt 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-carboxybutyl)triphenylphosphonium bromide (17814-85-6) → Potassium; 5-(triphenyl-λ5-phosphanylidene)-pentanoate (39647-97-7)

Guidance literature:

With potassium 2-methylbutan-2-olate; In tetrahydrofuran; toluene; at 50 ℃; for 0.75h;

DOI:10.1021/jm00110a006

Reference yield: 92.0%

Potassium; 5-(triphenyl-λ5-phosphanylidene)-pentanoate (39647-97-7) + (1R,5S,6S)-6-Phenyl-2-oxa-bicyclo[3.3.1]nonan-3-ol (128888-85-7) → (Z)-7-((1R,2S,5R)-5-Hydroxy-2-phenyl-cyclohexyl)-hept-5-enoic acid (128888-86-8)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)93441-0

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;

upstream raw materials:

(4-carboxybutyl)triphenylphosphonium bromide

Downstream raw materials:

(Z)-7-((1R,2S,5R)-5-Hydroxy-2-phenyl-cyclohexyl)-hept-5-enoic acid

(Z)-7-((1R,2S)-5-Oxo-2-phenyl-cyclohexyl)-hept-5-enoic acid

(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

(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

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF F-SERIES PROSTAGLANDINS". Page/Page column 47-49. . Retrieved 2011/05/05.