(+)-Cloprostenol isopropyl ester

Base Information

• Chemical Name: (+)-Cloprostenol isopropyl ester
• CAS No.: 157283-66-4
• Molecular Formula: C₂₅H₃₅ClO₆
• Molecular Weight: 467.002
• Mol file: 157283-66-4.mol

Synonyms:5-Heptenoic acid,7-[(1R,2R,3R,5S)-2-[(1E,3R)-4-(3-chlorophenoxy)-3-hydroxy-1-butenyl]-3,5-dihydroxycyclopentyl]-, 1-methylethyl ester, (5Z)-

Chemical Property of (+)-Cloprostenol isopropyl ester

Chemical Property:

• Boiling Point: 600.0±55.0 °C(Predicted)
• PKA: 13.41±0.20(Predicted)
• PSA: 96.22000
• Density: 1.227±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 4.06200
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% up ^*data from raw suppliers

IsopropylCloprostenate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: (+)-Cloprostenol is a synthetic analog of prostaglandin F2α (PGF2α). It is an FP receptor agonist and a potent luteolytic agent in rats and hamsters. (+)-Cloprostenol is the optically active, 15(R) enantiomer of cloprostenol responsible for the majority of its biological activity. It is 200 times more potent than PGF2α in terminating pregnancy when given subcutaneously at a daily dose of 0.125 μg/kg in rats and hamsters, without the side effects associated with PGF2α. (+)-Cloprostenol was also shown to be a potent inhibitor of rat adipose precursor differentiation in primary cultures with an IC50 value of 3 x 10-12 M. (+)-Cloprostenol isopropyl ester is a more lipid soluble form of cloprostenol.
• Uses: Isopropyl Cloprostenate is an isopropyl ester derivative of Cloprostenol (C587300); an aryl-oxymethyl analog of prostaglandin F2α.

Technology Process of (+)-Cloprostenol isopropyl ester

There total 3 articles about (+)-Cloprostenol isopropyl ester 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: 38.0%

2-iodo-propane (75-30-9) + (Z)-7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid → (Z)-isopropyl 7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoate (157283-66-4) + (Z)-isopropyl 7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoate (157283-66-4)

Guidance literature:

(Z)-7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetone; at -5 - 25 ℃; for 0.333333h; Inert atmosphere;

2-iodo-propane; In acetone; at 25 ℃; for 4h; Inert atmosphere;

DOI:10.2174/157017811795371485

Reference yield: 38.0%

2-iodo-propane (75-30-9) + (Z)-7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid → (Z)-isopropyl 7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoate (157283-66-4) + (Z)-isopropyl 7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoate (157283-66-4)

Guidance literature:

(Z)-7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetone; at -5 - 25 ℃; for 0.333333h; Inert atmosphere;

2-iodo-propane; In acetone; at 25 ℃; for 4h; Inert atmosphere;

DOI:10.2174/157017811795371485

Reference yield:

→ cloprostenol isopropyl ester (157283-66-4)

Guidance literature:

upstream raw materials:

2-iodo-propane

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