(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(thiophen-2-yl)propanoic acid

• ChemBase ID: 38541
• Molecular Formular: C12H17NO4S
• Molecular Mass: 271.33268
• Monoisotopic Mass: 271.08782903
• SMILES: [C@H](Cc1cccs1)(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1cccs1
• InChI: InChI=1S/C12H17NO4S/c1-12(2,3)17-11(16)13-9(10(14)15)7-8-5-4-6-18-8/h4-6,9H,7H2,1-3H3,(H,13,16)(H,14,15)/t9-/m0/s1
• InChIKey: OJLISTAWQHSIHL-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(thiophen-2-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(thiophen-2-yl)propanoic acid
• Synonyms: 3-Thien-2-yl-D-alanine, N-BOC protected; (2S)-2-[(tert-butoxycarbonyl)amino]-3-thien-2-ylpropanoic acid; Boc-beta-(2-thienyl)-Ala-OH; N-Boc-3-(2-thienyl)-L-alanine; Boc-3-(2-thienyl)-L-alanine; Boc-β-(2-thienyl)-Ala-OH; Boc-Thi-OH; N-Boc-3-(2-噻吩基)-L-丙氨酸; Boc-3-(2-噻吩基)-L-丙氨酸

Database IDs

• CAS Number: 78452-55-8; 56675-37-7
• MDL Number: MFCD00065591; MFCD00062051
• Beilstein Number: 1388299
• PubChem SID: 24849325; 161001848
• PubChem CID: 2734484

CALCULATED PROPERTIES

• Acid pKa: 4.356636
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3108634
• LogD (pH = 7.4): -0.43845257
• Log P: 2.4825938
• Molar Refractivity: 66.9896 cm^3
• Polarizability: 26.229738 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 71-76 °C; 71-76°C
• Optical Rotation: [α]20/D +11.0±2°, c = 1% in methanol; +11.0 (c=1 in methanol)
• Hydrophobicity(logP): 2.236

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%
• Empirical Formula (Hill Notation): C12H17NO4S

DETAILS

Sigma Aldrich - 15501

Packaging
5 g in poly bottle