tert-butyl N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]carbamate

• ChemBase ID: 151291
• Molecular Formular: C16H22N2O3
• Molecular Mass: 290.35748
• Monoisotopic Mass: 290.16304257
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1c[nH]c2c1cccc2)CO
• Canonical SMILES: OC[C@H](Cc1c[nH]c2c1cccc2)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C16H22N2O3/c1-16(2,3)21-15(20)18-12(10-19)8-11-9-17-14-7-5-4-6-13(11)14/h4-7,9,12,17,19H,8,10H2,1-3H3,(H,18,20)/t12-/m0/s1
• InChIKey: JEFQUFUAEKORKL-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]carbamate
• Synonyms: N-α-(tert-Butoxycarbonyl)-L-tryptophanol; N-α-(叔丁氧基羰基)-L-色氨醇

Database IDs

• CAS Number: 82689-19-8
• MDL Number: MFCD00235953
• PubChem SID: 24873751; 162245447
• PubChem CID: 7019533

CALCULATED PROPERTIES

• Acid pKa: 14.399743
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 2.3481998
• LogD (pH = 7.4): 2.3481998
• Log P: 2.3481998
• Molar Refractivity: 81.2084 cm^3
• Polarizability: 32.779427 Å^3
• Polar Surface Area: 74.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 118-122 °C(lit.)
• Optical Rotation: [α]20/D -30°, c = 2 in acetic acid

Safety Information

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

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C16H22N2O3

DETAILS

Sigma Aldrich - 514306

Packaging
1, 5 g in glass bottle