31481
cis-3,5-Diacetoxy-1-cyclopentene
≥98.0% (GC)
Synonym(s):
cis-4-Cyclopentene-1,3-diol diacetate
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About This Item
Empirical Formula (Hill Notation):
C9H12O4
CAS Number:
Molecular Weight:
184.19
Beilstein:
1961566
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
≥98.0% (GC)
form
solid
refractive index
n20/D 1.460
density
1.127 g/mL at 20 °C (lit.)
storage temp.
2-8°C
SMILES string
CC(=O)O[C@@H]1C[C@H](OC(C)=O)C=C1
InChI
1S/C9H12O4/c1-6(10)12-8-3-4-9(5-8)13-7(2)11/h3-4,8-9H,5H2,1-2H3/t8-,9+
InChI key
UKPIBFMHHUEUQR-DTORHVGOSA-N
General description
cis-3,5-Diacetoxy-1-cyclopentene is an organic building block.
Application
cis-3,5-Diacetoxy-1-cyclopentene may be employed as substrate to investigate the enantioselectivity of esterase EstA3 (obtained from a drinking water metagenome) and esterase EstCE1 (obtained from a soil metagenome).
Other Notes
Versatile building block; synthesis of carba-nucleosides ; Enzyme catalyzed hydrolysis to chiral acetoxy alcohol
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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C.R. Johnson et al.
Tetrahedron Letters, 33, 7287-7287 (1992)
C Elend et al.
Applied and environmental microbiology, 72(5), 3637-3645 (2006-05-05)
The metagenomes of uncultured microbial communities are rich sources for novel biocatalysts. In this study, esterase EstA3 was derived from a drinking water metagenome, and esterase EstCE1 was derived from a soil metagenome. Both esterases are approximately 380 amino acids
D.R. Deardorff et al.
Tetrahedron Letters, 27, 1255-1255 (1986)
B.M. Trost et al.
Journal of the American Chemical Society, 114, 8745-8745 (1992)
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