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480819 Aldrich

(R)-(+)-Glycidol

97%, optical purity ee: 98% (GLC)

Synonym: (R)-(+)-Oxirane-2-methanol

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Epoxides, Organic Building Blocks More...
InChI Key   CTKINSOISVBQLD-GSVOUGTGSA-N
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

Description

Packaging

1, 5 g in glass bottle

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

General description

Enantioselective esterification of (R)-(+)-glycidol with n-butyric acid in organic media using hybrid gel-entrapped lipase on Celite has been reported.

Price and Availability

Safety & Documentation

Safety Information

Signal word 
Danger
Precautionary statements 
RIDADR 
UN 2810 6.1 / PGIII
WGK Germany 
3
RTECS 
RR0508000
Flash Point(F) 
150.8 °F
Flash Point(C) 
66 °C
Protocols & Articles

Articles

GC Analysis of Glycidol Enantiomers on Astec® CHIRALDEX® A-TA

From our library of Articles, Sigma-Aldrich presents GC Analysis of Glycidol Enantiomers on Astec® CHIRALDEX® A-TA
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of Glycidol Enantiomers on Astec® CHIRALDEX® B-TA

From our library of Articles, Sigma-Aldrich presents GC Analysis of Glycidol Enantiomers on Astec® CHIRALDEX® B-TA
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of Glycidol Enantiomers on Astec® CHIRALDEX® G-TA

From our library of Articles, Sigma-Aldrich presents GC Analysis of Glycidol Enantiomers on Astec® CHIRALDEX® G-TA
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

Peer-Reviewed Papers
15

References

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