[(3aR,4R,5R,6aS)-4-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] 4-phenylbenzoate

Base Information

Chemical Name:[(3aR,4R,5R,6aS)-4-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] 4-phenylbenzoate
CAS No.:51014-26-7
Molecular Formula:C28H32O5
Molecular Weight:448.559
Hs Code.:
European Community (EC) Number:809-908-9
Mol file:51014-26-7.mol

Synonyms:51014-26-7;[(3aR,4R,5R,6aS)-4-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] 4-phenylbenzoate;(3AR,4R,5R,6AS)-4-((S,E)-3-hydroxyoct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate;SCHEMBL7055237;VUHYYFILFMCYQI-QCRMGOLMSA-N;AKOS025402015;AC-28188;AE-641/01143013;J-501153;(3AR,4R,5R,6AS)-4-((S,E)-3-hydroxyoct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl[1,1'-biphenyl]-4-carboxylate

Suppliers and Price of [(3aR,4R,5R,6aS)-4-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] 4-phenylbenzoate

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

TRC
3aR,4R,5R,6aS)-Hexahydro-4-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxo-2H-cyclopenta[b]furan-5-ylEster[1,1''-Biphenyl]-4-carboxylicAcid
10mg
$ 165.00

Medical Isotopes, Inc.
3aR,4R,5R,6aS)-Hexahydro-4-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxo-2H-cyclopenta[b]furan-5-ylEster[1,1??-Biphenyl]-4-carboxylicAcid
10 mg
$ 650.00

Total 27 raw suppliers

Chemical Property of [(3aR,4R,5R,6aS)-4-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] 4-phenylbenzoate

Chemical Property:

PSA：72.83000
LogP:5.32800
Solubility.:DCM, Ethyl Acetate
XLogP3:5.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:10
Exact Mass:448.22497412
Heavy Atom Count:33
Complexity:674

Purity/Quality:

99% ^*data from raw suppliers

3aR,4R,5R,6aS)-Hexahydro-4-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxo-2H-cyclopenta[b]furan-5-ylEster[1,1''-Biphenyl]-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC(C=CC1C(CC2C1CC(=O)O2)OC(=O)C3=CC=C(C=C3)C4=CC=CC=C4)O
Isomeric SMILES:CCCCC[C@@H](/C=C/[C@H]1[C@@H](C[C@H]2[C@@H]1CC(=O)O2)OC(=O)C3=CC=C(C=C3)C4=CC=CC=C4)O
Uses [1,1''-Biphenyl]-4-carboxylic Acid (3aR,4R,5R,6aS)-Hexahydro-4-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxo-2H-cyclopenta[b]furan-5-yl Ester is an intermediate in the synthesis of Prostaglandin E2 (P838610), the most common and biologically potent of mammalian prostaglandins.

Technology Process of [(3aR,4R,5R,6aS)-4-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] 4-phenylbenzoate

There total 9 articles about [(3aR,4R,5R,6aS)-4-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] 4-phenylbenzoate 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: 90.0%

: 31753-00-1
[1,1'-bisphenyl]-4-carboxylic acid (3aR,4R,5R,6aS)-hexahydro-2-oxo-4-[(1E)-3-oxo-1-octen-1-yl]-2H-cyclopenta[b]furan-5-yl ester

: 51014-26-7
(1S,5R,6R,7R)-6-[(E)-3(S)-hydroxy-1-octenyl]-7-(4-phenyl-benzoyloxy)-2-oxabicyclo[3.3.0]octane-3-one

Guidance literature:: With D-Glucose; nicotinamide adenine dinucleotide phosphate; In aq. phosphate buffer; pH=7; stereoselective reaction; Enzymatic reaction;
DOI:10.1039/d1sc03237b

Reference yield:

: 26054-46-6
(-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one

: 51014-26-7
(1S,5R,6R,7R)-6-[(E)-3(S)-hydroxy-1-octenyl]-7-(4-phenyl-benzoyloxy)-2-oxabicyclo[3.3.0]octane-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid / 70 °C / 12751.3 Torr

2.1: sodium methylate / methanol / 25 °C

2.2: 25 °C

3.1: C₂₁H₂₁NOSi; copper dichloride; N-ethyl-N,N-diisopropylamine / acetonitrile; dichloromethane / 14 h / -20 °C

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; carbonic acid dimethyl ester; trichloroisocyanuric acid / ethyl acetate

5.1: sodium hydroxide / dichloromethane; water

6.1: D-Glucose; nicotinamide adenine dinucleotide phosphate / aq. phosphate buffer / pH 7 / Enzymatic reaction

With D-Glucose; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; sulfuric acid; sodium methylate; nicotinamide adenine dinucleotide phosphate; C₂₁H₂₁NOSi; N-ethyl-N,N-diisopropylamine; carbonic acid dimethyl ester; sodium hydroxide; copper dichloride; In methanol; aq. phosphate buffer; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1039/d1sc03237b

Reference yield:

: 31753-00-1
[1,1'-bisphenyl]-4-carboxylic acid (3aR,4R,5R,6aS)-hexahydro-2-oxo-4-[(1E)-3-oxo-1-octen-1-yl]-2H-cyclopenta[b]furan-5-yl ester

: 51014-26-7
(1S,5R,6R,7R)-6-[(E)-3(S)-hydroxy-1-octenyl]-7-(4-phenyl-benzoyloxy)-2-oxabicyclo[3.3.0]octane-3-one

: Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-((E)-(R)-3-hydroxy-oct-1-enyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

Guidance literature:: With borane; oxazaborolidine compound (enantiomer of 2); In tetrahydrofuran; at 23 ℃; for 0.0333333h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja00259a075