(3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol

Base Information

Chemical Name:(3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol
CAS No.:352276-28-9
Molecular Formula:C18H26 O4
Molecular Weight:306.402
Hs Code.:
European Community (EC) Number:807-848-8
DSSTox Substance ID:DTXSID40439754
Mol file:352276-28-9.mol

Synonyms:352276-28-9;Latanoprost Lactol;(3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol;(3aR,4R,5R,6aS)-4-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]furan-2,5-diol;(3AR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)-hexahydro-2H-cyclopenta[b]furan-2,5-diol;(3aR,4R,5R,6aS)-Hexahydro-4-[(3R)-3-hydroxy-5-phenylpentyl]-2H-cyclopenta[b]furan-2,5-diol;SCHEMBL5389784;DTXSID40439754;CHEBI:185859;RDWZBWVDSHTXLT-ODHFDHEPSA-N;HMS3649I21;CPA27628;AKOS016006444;AC-37061;SR-01000946577;SR-01000946577-1;(3aR,4R,5R,6aS)-4-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]uran-2,5-diol;(3aR,4R,5R,6aS)-Hexahydro-5-hydroxy-4-[(3R)-5-phenyl-3-hydroxypentyl]-2H-cyclopenta[b]furan-2-ol

Suppliers and Price of (3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol

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-[(3R)-3-hydroxy-5-phenylpentyl]-2H-cyclopenta[b]furan-2,5-diol
10mg
$ 355.00

TRC
(3aR,4R,5R,6aS)-Hexahydro-4-[(3R)-3-hydroxy-5-phenylpentyl]-2H-cyclopenta[b]furan-2,5-diol
50mg
$ 1420.00

Matrix Scientific
(3AR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)-hexahydro-2H-cyclopenta[b]furan-2,5-diol 95+%
1g
$ 1647.00

Matrix Scientific
(3AR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)-hexahydro-2H-cyclopenta[b]furan-2,5-diol 95+%
250mg
$ 742.00

Crysdot
(3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol 95+%
250mg
$ 309.00

Crysdot
(3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol 95+%
1g
$ 772.00

Chemenu
(3AR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)-hexahydro-2H-cyclopenta[b]furan-2,5-diol 95%
1g
$ 729.00

Cayman Chemical
Latanoprost Lactol ≥98%
10mg
$ 355.00

Cayman Chemical
Latanoprost Lactol ≥98%
5mg
$ 187.00

Cayman Chemical
Latanoprost Lactol ≥98%
50mg
$ 1496.00

Total 34 raw suppliers

Chemical Property of (3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol

Chemical Property:

Boiling Point:512.4±45.0 °C(Predicted)
PKA:13.15±0.60(Predicted)
PSA：69.92000
Density:1.207
LogP:1.86460
Storage Temp.:2-8°C
Solubility.:DCM, Ethyl Acetate
XLogP3:2.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:306.18310931
Heavy Atom Count:22
Complexity:342

Purity/Quality:

97% ^*data from raw suppliers

(3aR,4R,5R,6aS)-Hexahydro-4-[(3R)-3-hydroxy-5-phenylpentyl]-2H-cyclopenta[b]furan-2,5-diol ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1C2C(CC(C2CCC(CCC3=CC=CC=C3)O)O)OC1O
Isomeric SMILES:C1[C@H]([C@@H]([C@@H]2[C@H]1OC(C2)O)CC[C@H](CCC3=CC=CC=C3)O)O
Uses (3aR,4R,5R,6aS)-Hexahydro-4-[(3R)-3-hydroxy-5-phenylpentyl]-2H-cyclopenta[b]furan-2,5-diol is an intermediate in the synthesis of Latanoprost (L177280) related analogues used in the treatment of glaucoma and various degenerative eye diseases. Latanoprost Lactol an F-series prostaglandin analog.

Technology Process of (3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol

There total 44 articles about (3aR,4R,5R,6aS)-4-((R)-3-Hydroxy-5-phenylpentyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol 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: 83.0%

: 145667-75-0
(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-one

: 352276-28-9
(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -80 - -72 ℃; for 1h;
DOI:10.1021/jm00054a008

Reference yield: 82.0%

: 856240-62-5
(3aR,4R,5R,6aS)-hexahydro-4-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]-2H-cyclopenta[b]furan-2,5-diol

: 352276-28-9
(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol

Guidance literature:: With hydrogen; triethylamine; platinum on carbon; In methanol; at 20 ℃; for 24.25h;

Reference yield: 70.0%

: C₂₅H₃₀O₄

: 352276-28-9
(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol

Guidance literature:: C₂₅H₃₀O₄; With Deloxan ASP I/7; titanocene difluoride; In tetrahydrofuran; at 0 - 60 ℃; for 5.25833 - 5.28333h;

With sodium hydroxide; water; In tetrahydrofuran; for 1.5h;