331074
(4R)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane
96%
Synonym(s):
2-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]ethanol
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About This Item
Empirical Formula (Hill Notation):
C7H14O3
CAS Number:
Molecular Weight:
146.18
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
96%
form
liquid
refractive index
n20/D 1.4390 (lit.)
bp
207 °C (lit.)
density
1.045 g/mL at 25 °C (lit.)
functional group
ether
hydroxyl
ketal
SMILES string
CC1(C)OC[C@@H](CCO)O1
InChI
1S/C7H14O3/c1-7(2)9-5-6(10-7)3-4-8/h6,8H,3-5H2,1-2H3/t6-/m1/s1
InChI key
YYEZYENJAMOWHW-ZCFIWIBFSA-N
Application
(4R)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane can be used:
- To introduce a chiral center selectively in the carbon chain C10 during the total synthesis of protectin D1.[1]
- As a starting material in the total synthesis of an anti-diabetic molecule cytopiloyne.[2]
- As a starting material in the preparation of 4-15N-amino-2-butane-1,2-diol, which is used to synthesize 15N-labeled oligodeoxynucleotides.[3]
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)
222.8 °F - closed cup
Flash Point(C)
106 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Total synthesis of the potent anti-inflammatory lipid mediator Protectin D1.
Rodriguez AR and Spur BW.
Tetrahedron Letters, 55(43), 6011-6015 (2014)
Spectroscopic characterization of interstrand carbinolamine cross-links formed in the 5′-CpG-3′sequence by the acrolein-derived γ-OH-1, N 2-propano-2′-deoxyguanosine DNA Adduct
Cho Y, et al.
Journal of the American Chemical Society, 127(50), 17686-17696 (2005)
Total synthesis of the potent anti-inflammatory lipid mediator Protectin D1
Rodriguez AR and Spur BW
Tetrahedron Letters, 55(43), 6011-6015 (2014)
The First Total Synthesis of Cytopiloyne, an Anti-Diabetic, Polyacetylenic Glucoside
Kumar CR, et al.
Chemistry?A European Journal , 17(31), 8696-8703 (2011)
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