2-{[(benzyloxy)carbonyl]amino}acetic acid

• ChemBase ID: 102116
• Molecular Formular: C10H11NO4
• Molecular Mass: 209.19864
• Monoisotopic Mass: 209.06880784
• SMILES: OC(=O)CNC(=O)OCc1ccccc1
• Canonical SMILES: O=C(NCC(=O)O)OCc1ccccc1
• InChI: InChI=1S/C10H11NO4/c12-9(13)6-11-10(14)15-7-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,14)(H,12,13)
• InChIKey: CJUMAFVKTCBCJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(benzyloxy)carbonyl]amino}acetic acid
• IUPAC Traditional name: (cbz)gly
• Synonyms: N-[(Phenylmethoxy)carbonyl]glycine; N-Carboxyglycine N-Benzyl Ester; N-Gly-OH; (Carbobenzoxy)glycine; (Carbobenzyloxy)glycine; 2-(Benzyloxycarbonylamino)acetic Acid; Benzyloxycarbonylglycine; N-(Benzyloxycarbonyl)glycine; N-Cbz-glycine; N-(Carbobenzoxy)glycine; N-(Carbobenzyloxy)glycine; N-(α-Carbobenzoxy)glycine; NSC 2526; Nα-(Benzyloxycarbonyl)glycine; [[(Benzyloxy)carbonyl]amino]acetic Acid; N-Carbobenzoxyglycine; CARBOBENZOXYGLYCINE; Z-Gly-OH; Z-Glycine; N-Carbobenzoxy-Glycine; N-CBZ-GLYCINE; N-(Cbz)glycine; Z-Gly-OH; N-Benzyloxycarbonylglycine; Z-甘氨酸; N-苄氧羰基甘氨酸

Database IDs

• CAS Number: 1138-80-3
• EC Number: 214-516-0
• MDL Number: MFCD00002691
• Beilstein Number: 526877
• PubChem SID: 24892944; 162089578
• PubChem CID: 14349

CALCULATED PROPERTIES

• Acid pKa: 3.7042067
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.7796073
• LogD (pH = 7.4): -2.2886384
• Log P: 1.0151353
• Molar Refractivity: 51.6834 cm^3
• Polarizability: 20.174665 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble0.1 g/mL, clear
• Melting Point: 118-122 °C; 118-122 °C(lit.); 119-122°C; 120-122°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: MB9129000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: R:22
• Safety Statements: S:36/37/39
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (T); 98%; 98+%; 99%
• Grade: purum
• Ignition Residue: ≤0.05%
• Linear Formula: C6H5CH2OOCNHCH2COOH

DETAILS

MP Biomedicals - 05212769

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100216

Crystalline

Sigma Aldrich - C7206

Packaging
25, 100, 500 g in poly bottle

Toronto Research Chemicals - C175995

N-Carbobenzoxyglycine is used in the dipeptide synthesis.

REFERENCES

• Hans, D., et al.: Med. Chem., 2, 627 (2006)
• Guzman, F., et al.: J. Biotechnol., 10, 279 (2006)
• Vlieghe, P., et al.: Drug Discov. Today, 15, 40 (2006)