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About This Item
Linear Formula:
ClCH2CH(OH)CH2CO2C2H5
CAS Number:
Molecular Weight:
166.60
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
96%
optical activity
[α]23/D +14°, neat
optical purity
ee: 97% (GLC)
refractive index
n20/D 1.453 (lit.)
bp
93-95 °C/5 mmHg (lit.)
density
1.19 g/mL at 25 °C (lit.)
SMILES string
CCOC(=O)C[C@@H](O)CCl
InChI
1S/C6H11ClO3/c1-2-10-6(9)3-5(8)4-7/h5,8H,2-4H2,1H3/t5-/m1/s1
InChI key
ZAJNMXDBJKCCAT-RXMQYKEDSA-N
Application
Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate is a chiral building block that can be used:
- To prepare allyl stannane, a precursor for the total synthesis of macrolide iriomoteolide-1b.
- As a starting material for the synthesis of a chiral g-αmino acid fragment, which in turn is used to prepare the immunosuppressive agent FR252921.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
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’.
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Find documentation for the products that you have recently purchased in the Document Library.
A Domino 10-Step Total Synthesis of FR252921 and Its Analogues, Complex Macrocyclic Immunosuppressants
Chen Y, et al.
Journal of the American Chemical Society, 141(35), 13772-13777 (2019)
Enantioselective total synthesis of the proposed structure of macrolide iriomoteolide-1b
Ye Z, et al.
Tetrahedron, 67(33), 5979-5989 (2011)
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