16-Phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F2-alpha methyl ester

Base Information

Chemical Name:16-Phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F2-alpha methyl ester
CAS No.:64812-67-5
Molecular Formula:C23H30 O6
Molecular Weight:402.48
Hs Code.:

Synonyms:16-Phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F2-alpha methyl ester;16-Phenoxy-17,18,19,20-tetranor-3,4-trans-didehydro-pgf2-alpha methyl ester;3,5-Heptadienoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-4-phenoxy-1-butenyl)cyclopentyl)-, methyl ester, (1R-(1-alpha(3E,5Z),2-beta(1E,3R*),3-alpha,5-alpha))-;64812-67-5;LS-74214

Suppliers and Price of 16-Phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F2-alpha methyl ester

Supply Marketing:

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

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Chemical Property of 16-Phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F2-alpha methyl ester

Chemical Property:

Vapor Pressure:7.12E-14mmHg at 25°C
Boiling Point:570.9°C at 760 mmHg
Flash Point:192.1°C
PSA：96.22000
Density:1.224g/cm³
LogP:2.40600
XLogP3:2.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:11
Exact Mass:402.20423867
Heavy Atom Count:29
Complexity:564

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC(=O)CC=CC=CCC1C(CC(C1C=CC(COC2=CC=CC=C2)O)O)O
Isomeric SMILES:COC(=O)C/C=C/C=C\CC1[C@H](C(CC1O)O)/C=C/[C@H](COC2=CC=CC=C2)O

Technology Process of 16-Phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F2-alpha methyl ester

There total 27 articles about 16-Phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F2-alpha methyl 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: 10.0%

: 62524-94-1
16-phenoxy-17,18,19,20-tetranor-2,3-trans-didehydroprostagland

: 64812-67-5
16-phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F_2α methyl ester

: 64775-62-8,64812-67-5,64812-77-7,73364-95-1
16-phenoxy-17,18,19,20-tetranor-3,4-cis-didehydroprostaglandin F_2α methyl ester

Guidance literature:: With potassium carbonate; In methanol; at 0 ℃; for 1.5h;
DOI:10.1021/jm00179a011

Reference yield: 10.0%

: 62524-94-1
16-phenoxy-17,18,19,20-tetranor-2,3-trans-didehydroprostagland

: 64812-67-5
16-phenoxy-17,18,19,20-tetranor-3,4-trans-didehydroprostaglandin F_2α methyl ester

: 64775-62-8,64812-67-5,64812-77-7,73364-95-1
16-phenoxy-17,18,19,20-tetranor-3,4-cis-didehydroprostaglandin F_2α methyl ester

Guidance literature:: With potassium carbonate; In methanol; at 0 ℃; for 1.5h;
DOI:10.1021/jm00179a011

Reference yield:

: 40665-68-7
dimethyl (3-phenoxy-2-oxopropyl)phosphonate

: 64775-62-8,64812-67-5,64812-77-7,73364-95-1
16-phenoxy-17,18,19,20-tetranor-3,4-cis-didehydroprostaglandin F_2α methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, from 25 deg C to 60 deg C, 4.5 h

2: 36 percent / NaBH₄ / methanol; tetrahydrofuran / -45 °C

3: K₂CO₃ / methanol / 1 h / 50 °C

4: p-toluenesulfonic acid / CH₂Cl₂ / 0.33 h / 25 °C

5: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min

6: 85 percent / 30percent H₂O₂ / ethyl acetate; methanol / 0.33 h / 40 °C

7: 71 percent / 65percent aq. acetic acid / tetrahydrofuran / 0.33 h / 70 °C

8: 10 percent / K₂CO₃ / methanol / 1.5 h / 0 °C

With sodium tetrahydroborate; dihydrogen peroxide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jm00179a011