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D-(-)-MANDELIC ACID BENZYL ESTER

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D-(-)-MANDELIC ACID BENZYL ESTER Basic information

Product Name:
D-(-)-MANDELIC ACID BENZYL ESTER
Synonyms:
  • (R)-BENZYL MANDELATE
  • D-(-)-MANDELIC ACID BENZYL ESTER
  • BENZYL D-(-)-MANDELATE
  • BENZYL (R)-(-)-MANDELATE
  • ALPHA-HYDROXY-BENZENEACETIC ACID, PHENYLMETHYL ESTER
  • benzyl (2R)-2-hydroxy-2-phenylacetate
  • Benzyl-(R)-Mandelate / Benzyl-(D)-Mandelate
  • (R)-Benzyl 2-hydroxy-2-phenylacetate
CAS:
97415-09-3
MF:
C15H14O3
MW:
242.27
EINECS:
1312995-182-4
Product Categories:
  • Chiral Building Blocks
  • Esters (Chiral)
  • Synthetic Organic Chemistry
  • Chiral Building Blocks
  • Esters
  • Organic Building Blocks
Mol File:
97415-09-3.mol
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D-(-)-MANDELIC ACID BENZYL ESTER Chemical Properties

Melting point:
104-107 °C(lit.)
Boiling point:
387℃
Density 
1.204
refractive index 
-34 ° (C=1, CH3CN)
Flash point:
163℃
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:2): 0.3 mg/ml; DMSO: 25 mg/ml; Ethanol: 20 mg/ml
form 
powder to crystal
pka
12.15±0.20(Predicted)
color 
White to Almost white
optical activity
[α]25/D 55°, c = 1 in chloroform
CAS DataBase Reference
97415-09-3
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29181990

MSDS

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D-(-)-MANDELIC ACID BENZYL ESTER Usage And Synthesis

Description

(R)-benzyl Mandelate is a synthetic intermediate useful for pharmaceutical synthesis.

Uses

Benzyl (R)-(-)-mandelate can be employed as reactant to synthesize:

  • (S)-α-Hydroxy-N-(2-phenylethyl)benzenepropanamide (α-hydroxyamides) by enzyme catalyzed amidation reaction.
  • Optically pure (R)- monomethyl esters of 3-[(tert-butyldimethylsilyl)oxy]pentanedioic acid, which is employed in the preparation of HMG-CoA reductase inhibitors.
  • O-Ibuprofenylmandelic acid via acylation reaction with optically active ibuprofen and subsequent hydrogenation.
  • Benzyl (R)-2-fluoro-2-phenylacetate via deoxyfluorination of alcohols using AlkylFluor.
It can also be used to prepare HMG-CoA reductase inhibitors.

Uses

D-(-)-Mandelic Acid Benzyl Ester is a useful reagent for the preparation of a pharmaceutical composition for treating atopic dermatitis.

D-(-)-MANDELIC ACID BENZYL ESTERSupplier

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