(-)corey lactone diol

CAS No:
32233-40-2

Molecular Formula：

C8H12O4

Molecular Weight：

172.18

Storage:

Store in a tightly closed container in a cool, dry，Protect from moisture and direct sunlight.

Synonyms:

(-)-Corey lactone
Corey lactone diol
(-)-Coreydiol
(-)-Corey's lactone diol
(-)-6β-Hydroxymethyl-7α-hydroxy-cis-2-oxabicyclo[3.3.0]octan-3-one
2724453
MFCD00075234

IUPAC Name:

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

InChIKey:

VYTZWRCSPHQSFX-GBNDHIKLSA-N

InChI:

InChI=1S/C8H12O4/c9-3-5-4-1-8(11)12-7(4)2-6(5)10/h4-7,9-10H,1-3H2/t4-,5-,6-,7+/m1/s1

SMILES:

C1[C@H]([C@@H]([C@@H]2[C@H]1OC(=O)C2)CO)O

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Technical Data

Appearance	White to off-white crystalline Powder
Identification	HNMR GC
Melting Point	114℃ to 118℃
[a]20 C=1.4,in Methanol	-38° to -46° (589nm
Water	≤0.5%
GC	≥99%

Description

(-)-Corey lactone diol is the reduced form of Corey aldehyde. (-)-Corey lactone diol can be used as a drug intermediate for the synthesis of Beraprost.

Safety Information

GHS

Pictogram:

GHS05

Signal Word:

Danger

Hazard Statements:

H318 Causes serious eye damage.

Precautionary Statements:

P280 Wear eye protection / face protection.
P305+P351+P338 If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if
present and easy to do. Continue rinsing.
P310 Immediately call a poison center/doctor.

References

1. Liu X, et al. A practical synthesis of chiral tricyclic cyclopenta[b]benzofuran, a key intermediate of Beraprost. Org Biomol Chem. 2016 Aug 10;14(32):7715-21.

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