Skip to Content
Merck
All Photos(1)

Documents

446041

Sigma-Aldrich

(1S,4R)-cis-4-Acetoxy-2-cyclopenten-1-ol

≥99%

Synonym(s):

(1R,3S)-(+)-cis-4-Cyclopentene-1,3-diol 1-acetate, (1R,3S)-4-Cyclopentene-1,3-diol 1-acetate, (1R,4S)-cis-4-Hydroxy-2-cyclopentenyl acetate

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C7H10O3
CAS Number:
Molecular Weight:
142.15
Beilstein:
4663992
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99%

form

solid

optical activity

[α]20/D +68°, c = 2.3 in chloroform

mp

49-51 °C (lit.)

SMILES string

CC(=O)O[C@@H]1C[C@H](O)C=C1

InChI

1S/C7H10O3/c1-5(8)10-7-3-2-6(9)4-7/h2-3,6-7,9H,4H2,1H3/t6-,7+/m1/s1

InChI key

IJDYOKVVRXZCFD-RQJHMYQMSA-N

Application

(1S,4R)-cis-4-Acetoxy-2-cyclopenten-1-ol can be used as:
  • A building block for the synthesis of biologically significant carbocyclic nucleosides and prostaglandins.
  • A starting material in the synthesis of azasugar analogs.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Theil, F. et al.
Journal of the Chemical Society. Perkin Transactions 1, 255-255 (1996)
An improved preparation of highly enantiomerically enriched (R)-(+)-4-tert-butyldimethylsiloxy-2-cyclopenten-1-one
Myers AG, et al.
Tetrahedron Letters, 37(18), 3083-3086 (1996)
(4R)-(+)-tert-Butyldimethylsiloxy-2-Cyclopenten-1-one: 2-Cyclopenten-1-one, 4-[[(1, 1-dimethylethyl) dimethylsilyl] oxy]-,(R)-
Paquette LA,
Organic Syntheses, 73(18), 36-36 (1996)
Synthesis of base-modified noraristeromycin derivatives and their inhibitory activity against human and Plasmodium falciparum recombinant S-adenosyl-L-homocysteine hydrolase
Kitade Y, et al.
Tetrahedron, 58(7), 1271-1277 (2002)
Myers, A.G. et al.
Tetrahedron Letters, 37, 3083-3083 (1996)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service