373699
2,3-O-Isopropylidene-D-ribonic γ-lactone
99%
Synonym(s):
2,3-O-Isopropylidene-D-ribono-1,4-lactone
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About This Item
Empirical Formula (Hill Notation):
C8H12O5
CAS Number:
Molecular Weight:
188.18
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
10090
InChI
1S/C8H12O5/c1-8(2)12-5-4(3-9)11-7(10)6(5)13-8/h4-6,9H,3H2,1-2H3/t4-,5-,6-/m1/s1
SMILES string
CC1(C)O[C@@H]2[C@@H](CO)OC(=O)[C@H]2O1
InChI key
NHHKFJCWLPPNCN-HSUXUTPPSA-N
assay
99%
optical activity
[α]20/D −69°, c = 2 in pyridine
mp
135-138 °C (lit.)
Application
Important raw material for the synthesis of C-nucleosides, prostanoids, and GABA analogs via homochiral 2-piperidones. Starting material for the preparation of biochemical compounds including C-nucleosides, such as neplanocin A, and GABA analogs, via homochiral 2-piperidones.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Nucl. Acid Chem., 4, 27-27 (1991)
Xi,Z. et al.
Tetrahedron, 48, 349-349 (1992)
Naunyn-Schmiedeberg'S Archives of Pharmacology, 324, 269-269 (1991)
Herdeis, C. et al.
Naunyn-Schmiedeberg'S Archives of Pharmacology, 324, 269-269 (1991)
Marquez, V.E. et al.
Nucl. Acid Chem., 4, 27-27 (1991)
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