(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-carbamoylpropanoic acid

• ChemBase ID: 38412
• Molecular Formular: C9H16N2O5
• Molecular Mass: 232.23374
• Monoisotopic Mass: 232.10592162
• SMILES: NC(=O)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)CC(=O)N
• InChI: InChI=1S/C9H16N2O5/c1-9(2,3)16-8(15)11-5(7(13)14)4-6(10)12/h5H,4H2,1-3H3,(H2,10,12)(H,11,15)(H,13,14)/t5-/m0/s1
• InChIKey: FYYSQDHBALBGHX-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-carbamoylpropanoic acid
• IUPAC Traditional name: boc-asn
• Synonyms: Boc-L-Asparagine; Boc-Asn-OH; Nα-(tert-Butoxycarbonyl)-L-asparagine; N-α-t-BOC-L-ASPARAGINE; Nα-(tert-Butoxycarbonyl)-L-asparagine; Boc-L-asparagine; Boc-Asn-OH; N-Alpha-t-Boc-L-asparagine; N(alpha)-tert-Butoxycarbonyl-L-asparagine; N(alpha)-Boc-L-asparagine; Nα-(叔丁氧羰基)-L-天冬酰胺; Boc-L-天冬酰胺; N-(α)-Boc-L-天冬酰胺

Database IDs

• CAS Number: 7536-55-2
• EC Number: 231-405-2
• MDL Number: MFCD00038152
• Beilstein Number: 1977963
• PubChem SID: 24849375; 161001719
• PubChem CID: 82035

CALCULATED PROPERTIES

• Acid pKa: 3.7800312
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.2568529
• LogD (pH = 7.4): -3.806808
• Log P: -0.53536844
• Molar Refractivity: 53.2279 cm^3
• Polarizability: 21.140646 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 175 °C (dec.)(lit.); ca 170°C dec.
• Optical Rotation: [α]20/D -7.3°, c = 2 in DMF; [α]20/D -7.8±0.5°, c = 2% in DMF; -7.3 (c=2 in DMF)

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.5% (T); 98%; 98+%; 99%
• Ignition Residue: ≤0.2%
• Linear Formula: NH2COCH2CH(COOH)NHC(O)OC(CH3)3

DETAILS

MP Biomedicals - 02150482

Crystalline

Sigma Aldrich - 15381

Packaging
25 g in glass bottle