Misoprostol acid

Base Information

• Chemical Name: Misoprostol acid
• CAS No.: 66792-31-2
• Molecular Formula: C₂₁H₃₆O₅
• Molecular Weight: 368.514
• European Community (EC) Number: 663-428-2
• UNII: 12Z0SU967A
• DSSTox Substance ID: DTXSID601347869
• Nikkaji Number: J563.344C
• Wikidata: Q27086526
• Pharos Ligand ID: 742FRHHUSN5W
• ChEMBL ID: CHEMBL1201377
• Mol file: 66792-31-2.mol

Synonyms:15-deoxy-16-hydroxy-16-methylprostaglandin E1;misoprostol acid;SC 30695;SC-30695

Chemical Property of Misoprostol acid

Chemical Property:

• PSA: 94.83000
• LogP: 3.86520
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 368.25627424
• Heavy Atom Count: 26
• Complexity: 473

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCC(C)(CC=CC1C(CC(=O)C1CCCCCCC(=O)O)O)O
• Isomeric SMILES: CCCCC(C)(C/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O

Technology Process of Misoprostol acid

There total 3 articles about Misoprostol 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: 93.0%

→ C21H36O5 (66792-31-2)

Guidance literature:

With pyridine; hydrogen fluoride; In dichloromethane; at 0 ℃; for 3h;

Reference yield:

4-methyl-4-trimethylsilyloxyl-1-octyne (66792-28-7) + 4-(Trimethylsilyloxy)-2-(6-carbotrimethylsiloxyhexyl)-cyclopent-2-en-1-on (52418-95-8) → 7-[(1S,2S,3S)-3-Hydroxy-2-((Z)-4-hydroxy-4-methyl-oct-1-enyl)-5-oxo-cyclopentyl]-heptanoic acid (66792-31-2)

Guidance literature:

Multistep reaction;

DOI:10.1021/jo00412a005

Reference yield:

4-methyl-4-trimethylsilyloxyl-1-octyne (66792-28-7) + 4-(Trimethylsilyloxy)-2-(6-carbotrimethylsiloxyhexyl)-cyclopent-2-en-1-on (52418-95-8) → misoprostol acid (112137-89-0,66792-31-2)

Guidance literature:

Multistep reaction;

DOI:10.1021/jo00412a005

upstream raw materials:

4-methyl-4-trimethylsilyloxyl-1-octyne

4-(Trimethylsilyloxy)-2-(6-carbotrimethylsiloxyhexyl)-cyclopent-2-en-1-on