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

• ChemBase ID: 38542
• Molecular Formular: C16H19NO4S
• Molecular Mass: 321.39136
• Monoisotopic Mass: 321.10347909
• SMILES: c1ccc2c(c1)c(cs2)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)Cc1csc2c1cccc2
• InChI: InChI=1S/C16H19NO4S/c1-16(2,3)21-15(20)17-12(14(18)19)8-10-9-22-13-7-5-4-6-11(10)13/h4-7,9,12H,8H2,1-3H3,(H,17,20)(H,18,19)/t12-/m1/s1
• InChIKey: MURVSBJYXHTRJQ-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-(1-benzothiophen-3-yl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2R)-3-(1-benzothiophen-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: 3-Benzo[b]thiophen-3-yl-L-alanine, N-BOC protected; Boc-3-(3-benzothienyl)-D-alanine; Boc-β-(3-benzothienyl)-D-Ala-OH; Boc-beta-(3-benzothienyl)-D-alanine; Boc-3-(3-苯并噻吩)-D-丙氨酸; Boc-β-(3-苯并噻吩)-D-Ala-OH

Database IDs

• CAS Number: 111082-76-9; 154902-51-9
• MDL Number: MFCD00079679; MFCD00237538
• Beilstein Number: 8995535
• PubChem SID: 24849025; 161001849
• PubChem CID: 7020915

CALCULATED PROPERTIES

• Acid pKa: 4.565378
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4644578
• LogD (pH = 7.4): 0.6903514
• Log P: 3.4457371
• Molar Refractivity: 83.3294 cm^3
• Polarizability: 33.64597 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C16H19NO4S

DETAILS

Sigma Aldrich - 15039

Packaging
1 g in poly tube