480819
(R)-(+)-Glycidol
97%, optical purity ee: 98% (GLC)
Synonym(s):
(R)-(+)-Oxirane-2-methanol
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About This Item
Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
Molecular Weight:
74.08
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
404-660-4
Beilstein/REAXYS Number:
79782
MDL number:
Assay:
97%
Quality Level
assay
97%
optical activity
[α]23/D +15°, neat
optical purity
ee: 98% (GLC)
impurities
<3% dichloromethane
refractive index
n20/D 1.43 (lit.)
bp
56-57 °C/11 mmHg (lit.)
density
1.116 g/mL at 20 °C (lit.)
storage temp.
−20°C
SMILES string
OC[C@@H]1CO1
InChI
1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2/t3-/m1/s1
InChI key
CTKINSOISVBQLD-GSVOUGTGSA-N
General description
Enantioselective esterification of (R)-(+)-glycidol with n-butyric acid in organic media using hybrid gel-entrapped lipase on Celite has been reported.
Application
(R)-(+)-Glycidol may be used in the following synthesis:
- heteroarylpropane-2,3-diols, useful for combinatorial oligomer synthesis
- enantiomerically pure (2S,3S)- and (2S,3R)-threoninol and -hydroxyphenylalaninol
- 2-amino-1,4-anhydro-pentitol and 3-amino-1,5-anhydro-4-deoxy-hexitol with the arabino configuration
- (S)-4-tosyloxymethyl-2-oxazolidinone, required for the synthesis of protected amino alcohol derivatives
- 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]cytosine [(S)-HPMPC]
- chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product
signalword
Danger
Hazard Classifications
Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 1B - Eye Dam. 1 - Muta. 2 - Repr. 1B - Self-react. C - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
Storage Class
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
161.6 °F
flash_point_c
72 °C
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
监管及禁止进口产品
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A New Route for Protected Amino Alcohols from (R)-Glycidol. Copper (I) Mediated Alkylation of 4-Tosyloxymethyl-2-oxazolidinone.
Iwama S and Katsumura S.
Bulletin of the Chemical Society of Japan, 67(12), 3363-3365 (1994)
Tetrahedron Letters, 47, 6401-6401 (2006)
Synthesis of amino-1, 4-anhydro-d-pentitols and amino-1, 5-anhydro-d-hexitols with the arabino configuration from (R)-glycidol.
Aragones S, et al.
Tetrahedron Asymmetry, 14(13), 1847-1856 (2003)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 73913-5MG | 04061834252054 |
| 480819-1G | 04061832388403 |
| 480819-5G | 04061837398384 |