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215333

Sigma-Aldrich

4-Hydroxy-D-phenylglycine

≥98%

Synonym(s):

(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid

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About This Item

Linear Formula:
HOC6H4CH(NH2)CO2H
CAS Number:
22818-40-2
Molecular Weight:
167.16
Beilstein:
2210998
EC Number:
245-247-7
MDL number:
MFCD00004262
UNSPSC Code:
41116107
eCl@ss:
32160406
PubChem Substance ID:
24852886
NACRES:
NA.22

Assay

≥98%

form

solid

optical activity

[α]23/D −158±3°, c = 1 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

240 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

N[C@@H](C(O)=O)c1ccc(O)cc1

InChI

1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m1/s1

InChI key

LJCWONGJFPCTTL-SSDOTTSWSA-N

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WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Alpha-amino acid derivatives, particularly those of phenylglycine, can suffer significant racemization in Suzuki couplings. When arylpinacolboronate esters are used as coupling partners this unwanted side reaction can be suppressed by the use of Pd(OAc)(2) as Pd(0) source, in the presence
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