17-Phenyl-18,19,20-trinor-prostaglandin D2

Base Information

Chemical Name:17-Phenyl-18,19,20-trinor-prostaglandin D2
CAS No.:85280-91-7
Molecular Formula:C23H30O5
Molecular Weight:386.48
Hs Code.:
UNII:8O0QDP7U5U
DSSTox Substance ID:DTXSID501109103
Nikkaji Number:J58.154B
Wikidata:Q27159960
Mol file:85280-91-7.mol

Synonyms:85280-91-7;17-Phenyl-18,19,20-trinor-prostaglandin D2;17-Phenyl-18,19,20-trinor-pgd2;17-Phenyl-tri-norprostaglandin D2;7-(5-Hydroxy-2-(3-hydroxy-5-phenyl-1-octenyl)-3-oxocyclopentyl)-5-heptenoic acid;17-phenyltrinor-PGD2;17-phenyl trinor PGD2;8O0QDP7U5U;17-phenyl-omega-trinor-PGD2;17-phenyltrinor-prostaglandin D2;5-Heptenoic acid, 7-(5-hydroxy-2-(3-hydroxy-5-phenyl-1-octenyl)-3-oxocyclopentyl)-;(Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid;17-phenyl-omega-trinor-prostaglandin D2;17-Phenyl-pgd2;17-phenyl trinor Prostaglandin D2;BRN 6000594;(5Z)-7-((1R,2R,5S)-5-HYDROXY-2-((1E,3S)-3-HYDROXY-5-PHENYL-1-PENTEN-1-YL)-3-OXOCYCLOPENTYL)-5-HEPTENOIC ACID;(5Z)-7-[(1R,2R,5S)-5-Hydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]-3-oxocyclopentyl]-5-heptenoic acid;UNII-8O0QDP7U5U;SCHEMBL11251132;CHEBI:87821;DTXSID501109103;HMS3648O13;PD021331;SR-01000946252;SR-01000946252-1;Q27159960;7-(5-Hydroxy-2-(3-hydroxy-5-phenyl-1-octenyl)-3-oxocyclopentyl)-5-heptenoate;(5Z)-7-{(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]-3-oxocyclopentyl}hept-5-enoic acid;5-HEPTENOIC ACID, 7-((1R,2R,5S)-5-HYDROXY-2-((1E,3S)-3-HYDROXY-5-PHENYL-1-PENTEN-1-YL)-3-OXOCYCLOPENTYL)-, (5Z)-

Suppliers and Price of 17-Phenyl-18,19,20-trinor-prostaglandin D2

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
17-phenyl trinor Prostaglandin D2 ≥98%
1mg
$ 58.00

Cayman Chemical
17-phenyl trinor Prostaglandin D2 ≥98%
10mg
$ 464.00

Cayman Chemical
17-phenyl trinor Prostaglandin D2 ≥98%
5mg
$ 261.00

AK Scientific
17-Phenyl-18,19,20-trinor-prostaglandinD2
1mg
$ 178.00

Total 3 raw suppliers

Chemical Property of 17-Phenyl-18,19,20-trinor-prostaglandin D2

Chemical Property:

Vapor Pressure:5.18E-16mmHg at 25°C
Boiling Point:615.6°C at 760 mmHg
Flash Point:340.1°C
PSA：94.83000
Density:1.215g/cm³
LogP:3.30360
XLogP3:2.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:11
Exact Mass:386.20932405
Heavy Atom Count:28
Complexity:547

Purity/Quality:

99% ^*data from raw suppliers

17-phenyl trinor Prostaglandin D2 ≥98% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(C(C(C1=O)C=CC(CCC2=CC=CC=C2)O)CC=CCCCC(=O)O)O
Isomeric SMILES:C1[C@@H]([C@@H]([C@H](C1=O)/C=C/[C@H](CCC2=CC=CC=C2)O)C/C=C\CCCC(=O)O)O
Description 17-phenyl trinor Prostaglandin D2 (17-phenyl trinor PGD2) is a novel, chemically stable analog of PGD2 wherein the lower side chain is modified by the addition of a phenyl group at C-17 in place of the last 3 ω-chain carbon atoms. This modification has not been reported in a D-type prostaglandin. However, in the PGE and PGF series, the analogous modification leads to a stable, somewhat more potent agonist which embodies the same biological activities as the parent prostaglandins.
Uses 17-phenyl trinor Prostaglandin D2 (17-phenyl trinor PGD2) is a novel, chemically stable analog of PGD2 wherein the lower side chain is modified by the addition of a phenyl group at C-17 in place of the last 3 ω-chain carbon atoms. This modification has not been reported in a D-type prostaglandin. However, in the PGE and PGF series, the analogous modification leads to a stable, somewhat more potent agonist which embodies the same biological activities as the parent prostaglandins.[Cayman Chemical]

Technology Process of 17-Phenyl-18,19,20-trinor-prostaglandin D2

There total 8 articles about 17-Phenyl-18,19,20-trinor-prostaglandin D2 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:

: 85235-33-2
(Z)-7-[(1R,2R,5S)-3-Oxo-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

: 85280-91-7
17-phenyl-18,19,20-trinor-PGD₂

Guidance literature:: With acetic acid; In water; at 35 ℃; for 3.5h; Yield given;
DOI:10.1021/jm00360a003

Reference yield:

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 85280-91-7
17-phenyl-18,19,20-trinor-PGD₂

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) HMPA, 70 deg C, 3 h, 2.) HMPA, THF, 10-15 deg C, 1.5 h

2: pyridine hydrochloride / CH₂Cl₂ / 48 h / 25 °C

3: KOH / methanol; H₂O / 20 h / 25 °C

4: Bu₄NF / tetrahydrofuran / 48 h / 25 °C

5: H₂CrO₄, H₂SO₄ / acetone / 1 h / -25 - -20 °C

6: AcOH / H₂O / 3.5 h / 35 °C

With potassium hydroxide; sulfuric acid; tetrabutyl ammonium fluoride; pyridine hydrochloride; chromic acid; sodium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/jm00360a003

Reference yield:

: 85235-23-0
(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-hexahydro-cyclopenta[b]furan-2-ol

: 85280-91-7
17-phenyl-18,19,20-trinor-PGD₂

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) HMPA, 70 deg C, 3 h, 2.) HMPA, THF, 10-15 deg C, 1.5 h

2: pyridine hydrochloride / CH₂Cl₂ / 48 h / 25 °C

3: KOH / methanol; H₂O / 20 h / 25 °C

4: Bu₄NF / tetrahydrofuran / 48 h / 25 °C

5: H₂CrO₄, H₂SO₄ / acetone / 1 h / -25 - -20 °C

6: AcOH / H₂O / 3.5 h / 35 °C

With potassium hydroxide; sulfuric acid; tetrabutyl ammonium fluoride; pyridine hydrochloride; chromic acid; sodium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/jm00360a003