| Identification | More | [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 Answer | Back 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. 
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| Chemical Properties | Back 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 Data | Back 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 Information | Back 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 |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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