(3aR,4R,5R,6aS)-5-Hydroxy-4-[(S,E)-3-hydroxy-5-phenylpent-1-en-1-yl]hexahydro-2H-cyclopenta[b]furan-2-one - CAS 41639-74-1
Catalog: |
BB024922 |
Product Name: |
(3aR,4R,5R,6aS)-5-Hydroxy-4-[(S,E)-3-hydroxy-5-phenylpent-1-en-1-yl]hexahydro-2H-cyclopenta[b]furan-2-one |
CAS: |
41639-74-1 |
Synonyms: |
(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one; (3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one |
IUPAC Name: | (3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one |
Description: | (3aR,4R,5R,6aS)-5-Hydroxy-4-[(S,E)-3-hydroxy-5-phenylpent-1-en-1-yl]hexahydro-2H-cyclopenta[b]furan-2-one (CAS# 41639-74-1) is a useful intermediate in the chemoenzymatic synthesis of Latanoprost and Bimatoprost, that are prostaglandin analogs widely used for glaucoma treatment. |
Molecular Weight: | 302.36 |
Molecular Formula: | C18H22O4 |
Canonical SMILES: | C1C(C(C2C1OC(=O)C2)C=CC(CCC3=CC=CC=C3)O)O |
InChI: | InChI=1S/C18H22O4/c19-13(7-6-12-4-2-1-3-5-12)8-9-14-15-10-18(21)22-17(15)11-16(14)20/h1-5,8-9,13-17,19-20H,6-7,10-11H2/b9-8+/t13-,14+,15+,16+,17-/m0/s1 |
InChI Key: | PFIFPUGALHSEKD-RKCGEVCRSA-N |
Boiling Point: | 509.18 °C at 760 mmHg |
Density: | 1.287 g/cm3 |
LogP: | 1.84880 |
GHS Hazard Statement: | H315 (66.67%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P201, P202, P264, P280, P281, P302+P352, P308+P313, P321, P332+P313, P362, P405, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
WO-2020195437-A1 | Method for producing pkrostaglandin | 20190327 |
EP-3235810-A1 | Process for the preparation of bimatoprost | 20160419 |
EP-3445745-B1 | Process for the preparation of bimatoprost | 20160419 |
US-10626080-B2 | Process for the preparation of bimatoprost | 20160419 |
US-2020010406-A1 | Process for the preparation of bimatoprost | 20160419 |
Complexity: | 413 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 5 |
Defined Bond Stereocenter Count: | 1 |
Exact Mass: | 302.15180918 |
Formal Charge: | 0 |
Heavy Atom Count: | 22 |
Hydrogen Bond Acceptor Count: | 4 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 302.15180918 |
Rotatable Bond Count: | 5 |
Topological Polar Surface Area: | 66.8 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 1.9 |
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