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

• ChemBase ID: 39008
• Molecular Formular: C20H23NO4
• Molecular Mass: 341.40092
• Monoisotopic Mass: 341.16270822
• SMILES: [C@H](C(c1ccccc1)c1ccccc1)(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)[C@H](C(c1ccccc1)c1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C20H23NO4/c1-20(2,3)25-19(24)21-17(18(22)23)16(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13,16-17H,1-3H3,(H,21,24)(H,22,23)/t17-/m0/s1
• InChIKey: TYJDOLCFYZSNQC-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3,3-diphenylpropanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3,3-diphenylpropanoic acid
• Synonyms: 3,3-Diphenyl-D-alanine, N-BOC protected; N-(tert-Butoxycarbonyl)-β-phenyl-L-phenylalanine; Boc-β,β-diphenyl-Ala-OH; Boc-3,3-diphenyl-L-alanine; Boc-β-phenyl-Phe-OH; Boc-L-3,3-diphenylalanine; Boc-beta-phenyl-Phe-OH; N-Boc-3,3-diphenyl-L-alanine; N-(叔丁氧基羰基)-β-苯基-L-苯丙氨酸; Boc-β,β-二苯基-Ala-OH; Boc-L-3,3-二苯基丙氨酸; N-Boc-3,3-二苯基-L-丙氨酸

Database IDs

• CAS Number: 138662-63-2; 143060-31-5
• MDL Number: MFCD00191186; MFCD00191187
• Beilstein Number: 4880641
• PubChem SID: 24872925; 161002315; 24846489
• PubChem CID: 2761487

CALCULATED PROPERTIES

• Acid pKa: 4.075593
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.6314342
• LogD (pH = 7.4): 0.9543684
• Log P: 4.068489
• Molar Refractivity: 94.5559 cm^3
• Polarizability: 37.063004 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 160 °C (dec.)(lit.); 160°C dec.
• Optical Rotation: [α]20/D +29°, c = 1 in chloroform

Safety Information

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

Product Information

• Purity: ≥98.0% (TLC); 95%; 98%
• Linear Formula: (C6H5)2CHCH[NHCO2C(CH3)3]CO2H

DETAILS

Sigma Aldrich - 494720

Packaging
500 mg in glass bottle