(2E,11α,13E,15S,17R)-11,15-Dihydroxy-17,20-diMethyl- 9-oxoprosta-2,13-dien-1-oic Acid

Base Information

• Chemical Name: (2E,11α,13E,15S,17R)-11,15-Dihydroxy-17,20-diMethyl- 9-oxoprosta-2,13-dien-1-oic Acid
• CAS No.: 75554-85-7
• Molecular Formula: C₂₂H₃₆O₅
• Molecular Weight: 380.525
• Mol file: 75554-85-7.mol

Synonyms:(2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S,5R)-3-hydroxy-5-Methyl-1-nonenyl]-5-oxocyclopentyl]-2-heptenoic Acid;(2E,11α,13E,15S,17R)-11,15-Dihydroxy-17,20-diMethyl- 9-oxoprosta-2,13-dien-1-oic Acid;17epi-LiMaprost

Chemical Property of (2E,11α,13E,15S,17R)-11,15-Dihydroxy-17,20-diMethyl- 9-oxoprosta-2,13-dien-1-oic Acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

17-epi-Limaprost ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 17epi-Limaprost is an impurity of Limaprost (L461500).

Technology Process of (2E,11α,13E,15S,17R)-11,15-Dihydroxy-17,20-diMethyl- 9-oxoprosta-2,13-dien-1-oic Acid

There total 57 articles about (2E,11α,13E,15S,17R)-11,15-Dihydroxy-17,20-diMethyl- 9-oxoprosta-2,13-dien-1-oic 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: 73.0%

(E)-7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(3S,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-non-1-enyl]-5-oxo-cyclopentyl}-hept-2-enoic acid → limaprost (88852-12-4,114868-74-5,75554-85-7,114868-76-7)

Guidance literature:

With hydrogen fluoride; In acetonitrile;

DOI:10.1246/cl.1992.2095

Reference yield: 64.2%

C34H64O5Si2 → limaprost (114868-74-5,75554-85-7,114868-76-7)

Guidance literature:

With pyridine; pyridine hydrogenfluoride; In acetonitrile; at 0 - 20 ℃; Concentration;

Reference yield: 42.6%

C23H38O5 → limaprost (114868-74-5,75554-85-7,114868-76-7)

Guidance literature:

With sodium hydroxide; In aq. phosphate buffer; at 20 ℃; for 48h; pH=8;

upstream raw materials:

(E)-7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(3S,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-non-1-enyl]-5-oxo-cyclopentyl}-hept-2-enoic acid allyl ester

C₂₉H₅₆O₄Si₂

(3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-ol

Downstream raw materials:

(2E)-7-{(1R,2S)-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-5-oxo-3-cyclopenten-1-yl}-2-heptenoic acid

C₂₂H₃₆O₅

Refernces

• 1、 -. "Before preparing a Lima intermediate row element, method for preparing the same and before the Lima row element through its method of preparation". . . Retrieved 2017/03/23.
• 2、 -. "Key intermediate for preparing Limaprost and use thereof". . . Retrieved 2016/10/09.