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4-Hydroxy-D-(-)-2-phenylglycine

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4-Hydroxy-D-(-)-2-phenylglycine Basic information

Product Name:
4-Hydroxy-D-(-)-2-phenylglycine
Synonyms:
  • 4-HYDROXY-D-PHENYLGLYCINE
  • (R)-(-)-AMINO(4-HYDROXYPHENYL)ACETIC ACID
  • (R)-AMINO-(4-HYDROXY-PHENYL)-ACETIC ACID
  • (r)-alpha-amino-4-hydroxybenzeneacetic acid
  • (R)-ALPHA-AMINO-4-HYDROXYPHENYLACETIC ACID
  • (R)-4-HYDROXYPHENYLGLYCINE
  • (R)-(-)-2-(4-HYDROXYPHENYL)GLYCINE
  • D-(-)-2-(4-HYDROXYPHENYL)GLYCINE
CAS:
22818-40-2
MF:
C8H9NO3
MW:
167.16
EINECS:
245-247-7
Product Categories:
  • Antidote / Antibiotic / Antimicrobial
  • Miscellaneous Biochemicals
  • Amino ACIDS SERIES
  • Cephalosporins
  • Peptide Synthesis
  • Phenylglycine Derivatives
  • Pharmaceutical Intermediates
  • Unnatural Amino Acid Derivatives
  • Odevixibat
  • 22818-40-2
Mol File:
22818-40-2.mol
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4-Hydroxy-D-(-)-2-phenylglycine Chemical Properties

Melting point:
240 °C (dec.)(lit.)
alpha 
-156 º (c=1, 1 N HCl)
Boiling point:
295.73°C (rough estimate)
Density 
1.396
vapor pressure 
0Pa at 25℃
refractive index 
-158 ° (C=1, 1mol/L HCl)
storage temp. 
2-8°C
solubility 
5g/l
form 
Liquid
pka
2.15±0.10(Predicted)
color 
Clear colorless to yellow
optical activity
[α]23/D 158±3°, c = 1 in 1 M HCl
Water Solubility 
5 g/L (20 ºC)
BRN 
2210998
LogP
-2.25
CAS DataBase Reference
22818-40-2(CAS DataBase Reference)
EPA Substance Registry System
Benzeneacetic acid, .alpha.-amino-4-hydroxy-, (.alpha.R)- (22818-40-2)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
29225000

MSDS

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4-Hydroxy-D-(-)-2-phenylglycine Usage And Synthesis

Description

d-(p-Hydroxyphenyl)glycine (d-HPG) is widely used in large amounts as an important intermediate for the synthesis of amoxicillin and several other semisynthetic β-lactam antibiotics.

Chemical Properties

off-white powder

Uses

4-Hydroxy-D-(-)-2-phenylglycine (Cefadroxil EP Impurity A(Amoxicillin EP Impurity A)) is an compound used mainly for the synthetic preparation of β-lactam antibiotics.

Uses

4-Hydroxy-D-(-)-2-phenylglycine is an compound used mainly for the synthetic preparation of β-lactam antibiotics.

Definition

ChEBI: The D-enantiomer of 4-hydroxyphenylglycine. A non-proteinogenic amino acid found in Herpetosiphon aurantiacus.

Flammability and Explosibility

Non flammable

Purification Methods

Crystallise it from water and dry it in vacuo. [Beilstein 14 I 659.]

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