Home > Chiral Compounds> (3aR,4R,5R,6aS)-5-hydroxy-4-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one

(3aR,4R,5R,6aS)-5-hydroxy-4-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one

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Origin: China

Cas No: 145667-75-0

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 80 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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Product Description

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CAS No.: 145667-75-0 Formula: C18H24O4 Molecular Weight: 304.38100

Description

(3aR,4R,5R,6aS)-Hexahydro-5-hydroxy-4-[(3R)-3-hydroxy-5-phenylpentyl]2H-cyclopenta[b]furan-2-one is phenyl-substituted prostaglandin and a potent and selective antiglaucoma agents.

Basic Info

Chemical Name	(3aR,4R,5R,6aS)-5-hydroxy-4-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
Synonyms	LatanoprostLactoneDiol;
CAS No.	145667-75-0
Molecular Formula	C18H24O4
Molecular Weight	304.38100
PSA	66.76000
LogP	2.07280

Properties

Appearance & Physical State	White or almost white crystalline powder
Density	1.202g/cm3
Boiling Point	522.959ºC at 760 mmHg
Melting Point	69-71ºC
Flash Point	190.276ºC
Refractive Index	1.568
Vapor Pressure	0mmHg at 25°C

Synthesis Route

(3aR,4R,5R,6aS)-5-hydroxy-4-[(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-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
(1S,5R,6R,7R)-6-((3S)-3-hydroxy-5-phenyl-1-pentyl)-7-((4-phenylbenzoyl)oxy)-2-oxabicyclo(3.3.0)octan-3-one→(3aR,4R,5R,6aS)-5-hydroxy-4-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
[3aR-(3aα,4α,5α,6aα)]-hexahydro-2-oxo-4-[(3R)-5-phenyl-3-hydroxypentyl]-5-benzoyloxy-2H-cyclopenta[b]furane→(3aR,4R,5R,6aS)-5-hydroxy-4-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one

Precursor

[(3aR,4S,5R,6aS)-4-(hydroxymethyl)-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] 4-phenylbenzoate
(3aR,4R,5R,6aS)-5-hydroxy-4-[(3S)-3-hydroxy-5-phenylpent-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
benzyl bromide
(1S,5R,6R,7R)-6-((3S)-3-hydroxy-5-phenyl-1-pentyl)-7-((4-phenylbenzoyl)oxy)-2-oxabicyclo(3.3.0)octan-3-one

Downstream Product

(3aR,4R,5R,6aS)-4-[(3R)-3-hydroxy-5-phenylpentyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]furan-2,5-diol
(15S)-Latanoprost Acid

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