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

• ChemBase ID: 69796
• Molecular Formular: C7H13NO4
• Molecular Mass: 175.18242
• Monoisotopic Mass: 175.0844579
• SMILES: C(=O)(CNC(=O)OC(C)(C)C)O
• Canonical SMILES: O=C(OC(C)(C)C)NCC(=O)O
• InChI: InChI=1S/C7H13NO4/c1-7(2,3)12-6(11)8-4-5(9)10/h4H2,1-3H3,(H,8,11)(H,9,10)
• InChIKey: VRPJIFMKZZEXLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(tert-butoxy)carbonyl]amino}acetic acid
• IUPAC Traditional name: [(tert-butoxycarbonyl)amino]acetic acid
• Synonyms: Boc-Gly-OH; N-[(1,1-Dimethylethoxy)carbonyl]glycine; N-carboxyglycine N-tert-Butyl Ester; (tert-Butoxycarbonyl)aminoacetic Acid; 2-(tert-Butoxycarbonylamino)acetic Acid; N-BOC-glycine; N-[(tert-Butyloxy)carbonyl]glycine; N-[[(1,1-Dimethylethyl)oxy]carbonyl]glycine; N-t-Butyloxycarbonylglycine; NSC 127669; Nα-tert-Butyloxycarbonylglycine; N-Boc-glycine; N-Boc-glycine; N-(tert-Butoxycarbonyl)glycine; Boc-Gly-OH; N-t-BOC-GLYCINE; Boc-Glycine; Boc-glycine; Boc-Gly-OH; [(tert-butoxycarbonyl)amino]acetic acid; 2-((tert-Butoxycarbonyl)amino)acetic acid; N-Boc-甘氨酸; N-(叔丁氧羰基)甘氨酸; BOC-甘氨酸

Database IDs

• CAS Number: 4530-20-5
• EC Number: 224-864-5
• MDL Number: MFCD00002690
• Beilstein Number: 1101514
• PubChem SID: 24848162; 24849413; 162035521
• PubChem CID: 78288

CALCULATED PROPERTIES

• Acid pKa: 3.9416509
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2209544
• LogD (pH = 7.4): -2.8469536
• Log P: 0.34462184
• Molar Refractivity: 40.8764 cm^3
• Polarizability: 16.180851 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White To Off-White Powder
• Melting Point: 86-89 °C; 86-89 °C(lit.); 87-88°C; 87-90°C; 88-92°C (dec); 89 - 91°C
• Hydrophobicity(logP): 0.863

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-41; 41
• Safety Statements: 26-36/37/39; 26-37/39
• TSCA Listed: false; 是
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H318; H318-H303
• GHS Precautionary statements: P280-P301 + P310-P305 + P351 + P338; P280-P305+P351+P338-P310-P312
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥99.0% (T); 95%; 95+%; 98%; 98+%
• Ignition Residue: ≤0.05%
• Linear Formula: (CH3)3COCONHCH2COOH

DETAILS

Sigma Aldrich - 15420

Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 134538

Packaging
10 g in glass bottle

Toronto Research Chemicals - B656125

Used in the composition of drugs containing Ketoprofen, and Sodium hyaluronate as antiinflammatory agents.

REFERENCES

• Bajusz, S., et al.: J. Med. Chem., 33, 1729 (1990)
• Dahlgren, A., et al.: Bioorg. Med. Chem., 10, 1829 (1990)