CAS No.32233-40-2,(-)-Corey lactone diol Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	32233-40-2
Name:	(-)-Corey lactone diol
Article Data:	30
Cas Database

Formula:	C₈H₁₂O₄
Molecular Weight:	172.181
Synonyms:	2H-Cyclopenta[b]furan-2-one,hexahydro-5-hydroxy-4-(hydroxymethyl)-, [3aR-(3aa,4a,5b,6aa)]-;2H-Cyclopenta[b]furan-2-one, hexahydro-5-hydroxy-4-(hydroxymethyl)-,stereoisomer (8CI);
EINECS:	608-721-8
Density:	1.365 g/cm³
Melting Point:	117-119 °C(lit.)
Boiling Point:	406.6 °C at 760 mmHg
Flash Point:	172.9 °C
Appearance:	white to beige-brown cryst. powder or crystals
Risk Codes:	R24/25
Safety:	24/25
PSA:	66.76000
LogP:	-0.70880

Synthetic route

: 58707-50-9, 72777-85-6, 81203-78-3, 65025-94-7
(3aR,4S,5R,6aS)-4-((tert-butyldimethylsilyloxy)methyl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In dichloromethane at 20℃; for 0.833333h; atmospheric pressure;	99%
Multi-step reaction with 2 steps 1: 90 percent / PPTS / 1,2-dichloro-ethane / 2 h / Ambient temperature 2: 3,4-Dihydro-2H-pyran / TsOH View Scheme

: 39746-00-4
(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
Stage #1: (1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one With sodium methylate In methanol at 20℃; for 1.5h; Stage #2: With hydrogenchloride In 1,4-dioxane; methanol at 20℃; pH=3 - 4;	97%
With sodium methylate In methanol at 20℃; for 2h;	95%

: 117624-93-8
(1S,5R,6R,7R)-6-<<(tert-butyldimethylsilyl)oxy>methyl>-7-<(tert-butyldimethylsilyl)oxy>-2-oxabicyclo<3.3.0>octane-3-one

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate In methanol at 100℃; for 0.25h; Microwave irradiation;	96%
With cerium (IV) sulfate tetrahydrate In methanol at 60℃; for 12h;	96%
With aluminium(III) chloride hexahydrate In methanol at 100℃; for 0.25h; Solvent; Microwave irradiation; Sealed tube; chemoselective reaction;	95%

: 26054-65-9
(1S,5R,6R,7R)-(-)-2-oxa-6-(hydroxymethyl)-7-acetoxybicyclo<3.3.0>-octan-3-one

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
With Amberlite IR 120 resin In methanol at 70℃; for 8h;	86%

: 31752-99-5
(-)-Corey lactone 5-(4-phenylbenzoate)

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
With potassium carbonate In methanol; dichloromethane for 3h; Ambient temperature;	85%
Multi-step reaction with 4 steps 1: 94 percent / imidazole / dimethylformamide / 1 h / Ambient temperature 2: 65 percent / CH3ONa / methanol / 1.33 h / Ambient temperature 3: 90 percent / PPTS / 1,2-dichloro-ethane / 2 h / Ambient temperature 4: 3,4-Dihydro-2H-pyran / TsOH View Scheme

: Biphenyl-4-carboxylic acid (3aR,4S,5R,6aS)-5-hydroxy-2-oxo-hexahydro-cyclopenta[b]furan-4-ylmethyl ester

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; methanol for 4h; Ambient temperature;	83%

: 62939-82-6
(3aR,4S,5R,6aS)-5-(acetyloxy)-4-[(acetyloxy)methyl]hexahydro-2H-cyclopenta[b]furan-2-one

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
With Amberlite IR 120 resin In methanol at 70℃; for 8h;	82%
With hydrogenchloride In methanol; water for 4h; Reflux;	82.1%
With DBN In methanol at 20℃; for 12h;
With methanol at 25 - 65℃;	28 g

: 57930-46-8
(1S,5R,6R,7R)-(-)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
With Amberlite IR 120 resin In methanol at 70℃; for 8h;	82%
With resin Wofatit SBW (OH-) In methanol for 2h; Ambient temperature;	79%

: 50-00-0
formaldehyd

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

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
Stage #1: formaldehyd; (-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one With formic acid; sulfuric acid at 80℃; for 24h; Stage #2: With potassium carbonate In methanol at 0 - 20℃; for 2h;	79%

: 109122-52-3
(4aS,4bR,7aS,8aR)-Hexahydro-furo[3',2':3,4]cyclopenta[1,2-d][1,3]dioxin-6-one

A: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

B: 534-15-6
1,1-dimethoxyethane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 75 - 80℃; for 4h;	A 78% B n/a

Raw Materials

50-00-0

Downstream Products

551-11-1

Total:182 Page 1 of 5 1 2 3 4 5 Next>>

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Chemistry

Molecular Structure of 2H-Cyclopenta[b]furan-2-one,hexahydro-5-hydroxy-4-(hydroxymethyl)-, (3aR,4S,5R,6aS)- (CAS NO.32233-40-2):

IUPAC Name: (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
Empirical Formula: C₈H₁₂O₄
Molecular Weight: 172.18
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 66.76 Å²
Index of Refraction: 1.545
Molar Refractivity: 39.88 cm³
Molar Volume: 126 cm³
Surface Tension: 54.6 dyne/cm
Density: 1.365 g/cm³
Flash Point: 176.7 °C
Enthalpy of Vaporization: 77.2 kJ/mol
Boiling Point: 415.2 °C at 760 mmHg
Vapour Pressure: 1.25E-08 mmHg at 25°C
Melting point: 117-119 °C(lit.)
Storage temp: -20°C
Product Categories: Prostaglandins; Latanoprost

Safety Profile

Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3

Specification

2H-Cyclopenta[b]furan-2-one,hexahydro-5-hydroxy-4-(hydroxymethyl)-, (3aR,4S,5R,6aS)- , with CAS number of 32233-40-2, can be called Corey lactone diol;(3ar,4s,5r,6as)-(-)-hexahydro-5-hydroxy-4-(hydroxymethyl)-2h-cyclopent a[b]furan-2-one ; (3ar,4s,5r,6as)-hexahydro-5-hydroxy-4-(hydroxymethyl)-2h-cyclopenta[b]furan-2-one ; (-)-6beta-hydroxymethyl-7alpha-hydroxy-cis-2-oxabicyclo[3.3.0]octan-3-one ; (3ar,4s,5r,6as)-(-)-hexahydro-5-hydroxy- 4-hoch2-2h-cyclopenta(b)furan-2-one, 98%;hexahydro-5-hydroxy-4-(hydroxymethyl)-2h-cyclopenta[b]furan-2-one. ; (-)-corey diol (corey lactone) ; (-)-6beta-hydroxymethyl-7alpha-hydroxy-cis-2-oxabicyclo[3.3.0]octan-3-one .It is a white to beige-brown cryst. powder or crystal .

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