309753
(R)-(−)-3-Hydroxytetrahydrofuran
98%
Synonym(s):
(R)-(-)-Tetrahydro-3-furanol
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About This Item
Empirical Formula (Hill Notation):
C4H8O2
CAS Number:
Molecular Weight:
88.11
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
liquid
optical activity
[α]20/D −18°, c = 2.4 in methanol
refractive index
n20/D 1.45 (lit.)
bp
181 °C (lit.)
density
1.097 g/mL at 25 °C (lit.)
functional group
ether
hydroxyl
SMILES string
O[C@@H]1CCOC1
InChI
1S/C4H8O2/c5-4-1-2-6-3-4/h4-5H,1-3H2/t4-/m1/s1
InChI key
XDPCNPCKDGQBAN-SCSAIBSYSA-N
Application
(R)-(-)-3-Hydroxytetrahydrofuran may be used as building block in the synthesis of potent HIV protease inhibitors.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
179.6 °F - closed cup
Flash Point(C)
82 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Angle-Resolved Photoelectron Spectroscopy of Randomly Oriented 3-Hydroxytetrahydrofuran Enantiomers.
Giardini A, et al.
ChemPhysChem, 6(6), 1164-1168 (2005)
Diethyl zinc catalyzed diastereoselective addition of ketenes to (S)-(+)-3-hydroxytetrahydrofuran.
Tandon VK.
Tetrahedron Letters, 42(34), 5985-5987 (2001)
Matt Hrapchak et al.
Journal of labelled compounds & radiopharmaceuticals, 57(12), 687-694 (2014-10-22)
Empagliflozin, (2S,3R,4R,5S,6R)-2-[4-chloro-3-[[4-[(3S)-oxolan-3-yl]oxyphenyl]methyl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol was recently approved by the FDA for the treatment of chronic type 2 diabetes mellitus. Herein, we report the synthesis of carbon-13 and carbon-14 labeled empagliflozin. Carbon-13 labeled empagliflozin was prepared in five steps and in 34% overall
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