(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 152300
• Molecular Formular: C16H20N2O4
• Molecular Mass: 304.341
• Monoisotopic Mass: 304.14230713
• SMILES: CC(C)(C)OC(=O)N[C@H](Cc1c[nH]c2c1cccc2)C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H](C(=O)O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/t13-/m1/s1
• InChIKey: NFVNYBJCJGKVQK-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoic acid
• Synonyms: Nα-Boc-D-tryptophan; Boc-D-Trp-OH; Boc-D-Trp-OH; N(alpha)-tert-Butoxycarbonyl-D-tryptophan; N(alpha)-Boc-D-tryptophan; Nα-Boc-D-色氨酸; N(α)-Boc-D-色氨酸

Database IDs

• CAS Number: 5241-64-5
• EC Number: 226-042-1
• MDL Number: MFCD00037944
• Beilstein Number: 4237334
• PubChem SID: 162246445; 24849170
• PubChem CID: 111050

CALCULATED PROPERTIES

• Acid pKa: 4.1291847
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.2825541
• LogD (pH = 7.4): -0.41189218
• Log P: 2.6684744
• Molar Refractivity: 81.0758 cm^3
• Polarizability: 32.673122 Å^3
• Polar Surface Area: 91.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 138°C dec.
• Optical Rotation: +21 (c=1 in acetic acid)

Safety Information

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

Product Information

• Purity: ≥98.0% (TLC); 97%
• Empirical Formula (Hill Notation): C16H20N2O4

DETAILS

Sigma Aldrich - 15185

Packaging
5 g in poly bottle