(Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxy-3-methyloct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid

Base Information

• Chemical Name: (Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxy-3-methyloct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid
• CAS No.: 85280-90-6
• Molecular Formula: C₂₁H₃₄O₅
• Molecular Weight: 366.498
• UNII: GLI7N28B31
• Wikidata: Q27070782
• Pharos Ligand ID: DPARW3243BFV
• Metabolomics Workbench ID: 2411
• Mol file: 85280-90-6.mol

Synonyms:15-methylprostaglandin D2

Chemical Property of (Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxy-3-methyloct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid

Chemical Property:

• Vapor Pressure: 1.37E-14mmHg at 25°C
• Boiling Point: 554.2°C at 760 mmHg
• Flash Point: 303°C
• PSA: 94.83000
• Density: 1.134g/cm³
• LogP: 3.64120
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 366.24062418
• Heavy Atom Count: 26
• Complexity: 511

Purity/Quality:

99%,98%, ^*data from raw suppliers

15(S)-15-methylProstaglandinD2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C)(C=CC1C(C(CC1=O)O)CC=CCCCC(=O)O)O
• Isomeric SMILES: CCCCC[C@@](C)(/C=C/[C@@H]1[C@H]([C@H](CC1=O)O)C/C=C\CCCC(=O)O)O
• Uses: 15(S)-15-methyl Prostaglandin D2 is a synthetic analog of PGD2.

Technology Process of (Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxy-3-methyloct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid

There total 2 articles about (Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxy-3-methyloct-1-enyl]-3-oxocyclopentyl]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:

Carboprost (35700-23-3) → (15S)-15-methyl-PGD2 (85280-90-6,210978-26-0)

Guidance literature:

With sulfuric acid; chromic acid; In acetone; at -30 ℃; for 0.333333h;

DOI:10.1021/jm00360a003

Reference yield:

C27H48O5Si (1056034-78-6) → (15S)-15-methyl-PGD2 (85280-90-6,210978-26-0) + 15(R)-Methyl-PGD2

Guidance literature:

Resolution of racemate;

DOI:10.1021/jo801190m

upstream raw materials:

Carboprost

C₂₇H₄₈O₅Si