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26774-88-9

26774-88-9 Structure

26774-88-9 Structure
IdentificationMore
[Name]

(R)-(-)-2-(2,5-Dihydrophenyl)glycine
[CAS]

26774-88-9
[Synonyms]

2,5-DIHYDRO-D-PHENYLGLYCINE
D-(-)-2-(2,5-DIHYDROPHENYL)GLYCINE
D-(-)-2,5-DIHYDROPHENYLGLYCINE
D-2,5-DIHYDRO-PHENYLGLYCINE
D-(-)-ALPHA-AMINO-1,4-CYCLOHEXADIENE-1-ACETIC
D(-)-DIHYDRO PHENYLGLYCINE
DIHYDROPHENYLGLYCINE
H-D-PHG(2,5-DIHYDRO)-OH
H-D-PHG(2,5-H 2)-OH
H-D-PHG(H2)-OH
(R)-(-)-2-(2,5-DIHYDROPHENYL)GLYCINE
(R)-(-)-2-AMINO-2-(CYCLOHEXA-1,4-DIENYL)ACETIC ACID
[(R)-ALPHA-AMINO-1,4-CYCLOHEXADIENE-1-ACETIC ACID]
4-Cyclohexadiene-1-aceticacid,.alpha.-amino-,(R)-1
(R)-alpha-aminocyclohexa-1,4-diene-1-acetic acid
D-(-)-alpha-2,5-Dihydrophenylglycine
(R)-(-)-2-(2,5-DIHYDROPHENYL)GLYCINE, 98
D-(-)-Dihydro-alpha-phenylglycine
(r)-à-amino-1-(1,4-cyclohexadienyl)acetic acid
(r)-α-amino-1,4-cyclohexadiene-1-acetic acid
[EINECS(EC#)]

247-999-1
[Molecular Formula]

C8H11NO2
[MDL Number]

MFCD00137746
[Molecular Weight]

153.18
[MOL File]

26774-88-9.mol
Questions And AnswerBack Directory
[Synthesis]

Currently, the domestic production process for (R)-(-)-2-(2,5-dihydrophenyl)glycine involves mixing 1500–1700 L of liquid ammonia with 300–400 L of water and cooling the mixture (using an ammonia compressor or vacuum pump to create a vacuum) to below -30 °C. Then, 40 kg of D(-)-phenylglycine is added, followed by 22–32 kg of metallic sodium in batches. The reaction is carried out at a temperature below -15 °C for at least 1 hour. After the reaction, the liquid ammonia is recovered, and the mixture is decolorized at 30–50 °C for at least 30 minutes. After filtration, the pH is adjusted to 6.5–6.8 with hydrochloric acid at a temperature below 35 °C. The mixture is then cooled to below 15 °C, centrifuged, washed with purified water, and dried using a wet product airflow dryer.

Synthesis of 26774-88-9

Chemical PropertiesBack Directory
[Appearance]

white powder
[Melting point ]

280 °C (dec.) (lit.)
[alpha ]

-154 º (c=1 in H2O)
[Boiling point ]

276.1°C (rough estimate)
[density ]

1.1577 (rough estimate)
[refractive index ]

-155 ° (C=1, 1mol/L HCl)
[storage temp. ]

-20°C
[solubility ]

Aqueous Acid (Slightly)
[form ]

neat
[pka]

2.17±0.10(Predicted)
[color ]

White
[Optical Rotation]

[α]20/D 154°, c = 1 in H2O
[BRN ]

2091420
[Major Application]

peptide synthesis
[InChI]

1S/C8H11NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-2,5,7H,3-4,9H2,(H,10,11)/t7-/m1/s1
[InChIKey]

JBJJTCGQCRGNOL-SSDOTTSWSA-N
[SMILES]

N[C@@H](C(O)=O)C1=CCC=CC1
[CAS DataBase Reference]

26774-88-9(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[HS Code ]

2922.49.8000
[REACH Registrations]

Active
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

white powder
[Uses]

(R)-(-)-2-(2,5-Dihydrophenyl)glycine is a cycohexadiene based amino acid used in the preparation of cephalosporin-type antibiotics such as Cephradine (C261800).
[reaction suitability]

reaction type: solution phase peptide synthesis
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-(-)-2-(2,5-Dihydrophenyl)glycine(26774-88-9)IR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

D-(-)-2,5-Dihydrophenylglycine, 97%(26774-88-9)
[Sigma Aldrich]

26774-88-9(sigmaaldrich)
[TCI AMERICA]

D-(-)-2-(2,5-Dihydrophenyl)glycine,>97.0%(T)(26774-88-9)
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