Methyl (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-15-methyl-5,13-prostadienoat

Base Information

Chemical Name:Methyl (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-15-methyl-5,13-prostadienoat
CAS No.:35700-21-1
Molecular Formula:C22H38 O5
Molecular Weight:382.541
Hs Code.:2918990090
European Community (EC) Number:642-933-1
NCI Thesaurus Code:C169825
Mol file:35700-21-1.mol

Synonyms:Carboprost methyl;Carboprost Methylate;15M-PGF2-alpha;35700-21-1;15-Methyl-pgf2-alpha methyl ester;C22H38O5;15(S)15-Methyl-pgf2-alpha methyl ester;15-Methyl-prostaglandin F2-alpha methyl ester;U 36384;15(s)15 Methyl prostaglandin F2-alpha methyl ester;15(S)15-Methyl-prostaglandin F2-alpha methyl ester;(15S)-15-Methylprostaglandin F(sub 2alpha) methyl ester;Methyl (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-15-methyl-5,13-prostadienoat;BCP18914;Methyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((E)-(3S)-3-hydroxy-3-methyl-1-octenyl)cyclopentyl)-5-heptenoate

Suppliers and Price of Methyl (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-15-methyl-5,13-prostadienoat

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Cayman Chemical
15(S)-15-methyl Prostaglandin F2α methyl ester ≥98%
1mg
$ 120.00

Cayman Chemical
15(S)-15-methyl Prostaglandin F2α methyl ester
500μg
$ 63.00

AvaChem
Methyl carboprost
10mg
$ 289.00

American Custom Chemicals Corporation
CARBOPROST METHYL 95.00%
5MG
$ 498.16

American Custom Chemicals Corporation
CARBOPROST METHYL 95.00%
1MG
$ 156.45

AK Scientific
Carboprostmethylate
1mg
$ 262.00

Total 19 raw suppliers

Chemical Property of Methyl (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-15-methyl-5,13-prostadienoat

Chemical Property:

Vapor Pressure:3.62E-12mmHg at 25°C
Melting Point:55-56°
Refractive Index:1.6120 (estimate)
Boiling Point:501.7 °C at 760 mmHg
Flash Point:162.2 °C
PSA：86.99000
Density:1.096 g/cm3
LogP:3.52140
XLogP3:3.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:13
Exact Mass:382.27192431
Heavy Atom Count:27
Complexity:487

Purity/Quality:

98% ^*data from raw suppliers

15(S)-15-methyl Prostaglandin F2α methyl ester ≥98% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC(C)(C=CC1C(CC(C1CC=CCCCC(=O)OC)O)O)O
Recent EU Clinical Trials:Prospective randomized clinical trial comparing the effect of vaginal misoprostol synchronously with supracervical ball, versus only vaginal misoprostol for induction of labor.
Uses 15(S)-15-methyl PGF2α methyl ester is a derivative of 15(S)-15-methyl PGF2α with increased membrane permeability. Hydrolysis of the methyl ester in vivo releases the biologically active 15(S)-15-methyl PGF2α, which is a potent uterine stimulant and abortifacient. Carboprost Methyl Ester, used in combination with Misoprostol (M368755), can boost human preadipocyte proliferation, glycerolphosphate dehrydogenase (GPDH) up-regulation and lipid accumulation during differentiation. Also, mice treated with Carboprost Methyl Ester showed termination of early pregnancy and peristatic effects. 15(S)-15-Methyl prostaglandin is suitable for pyruvate dehydrogenase (PDH) related research.

Technology Process of Methyl (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-15-methyl-5,13-prostadienoat

There total 13 articles about Methyl (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-15-methyl-5,13-prostadienoat 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: 57.5%

: 41691-84-3
(5Z,9α,11α,13E)-15-methyl-9,11,15-trihydroxy-prosta-5,13-diene-1-carboxylic acid

: 74-88-4
methyl iodide

: 35700-21-1
U 36384

: 35700-22-2
(5Z,9α,11α,13E,15R)-15-methyl-9,11,15-trihydroxy-prosta-5,13-diene-1-carboxylic acid methyl ester

Guidance literature:: With potassium carbonate; In acetone; at 50 ℃; Large scale;

Reference yield:

: 35700-23-3
Carboprost

: 35700-21-1
U 36384

Guidance literature:

Reference yield:

: [1,1'-bisphenyl]-4-carboxylic acid (3aR,4R,5R,6aS)-hexahydro-2-hydroxy-4-[(1E)-3-hydroxy-3-methyl-1-octen-1-yl]-2H-cyclopenta[b]furan-5-yl ester

: 35700-21-1
U 36384

: 35700-22-2
(5Z,9α,11α,13E,15R)-15-methyl-9,11,15-trihydroxy-prosta-5,13-diene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / methanol / 40 °C / Large scale

2: potassium tert-butylate / tetrahydrofuran / -10 - -5 °C / Inert atmosphere; Large scale

3: potassium carbonate / acetone / 50 °C / Large scale

With potassium tert-butylate; potassium carbonate; In tetrahydrofuran; methanol; acetone; 2: |Wittig Olefination;