(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[1-(4-methylbenzenesulfonyl)-1H-imidazol-4-yl]propanoic acid

• ChemBase ID: 131059
• Molecular Formular: C18H23N3O6S
• Molecular Mass: 409.45672
• Monoisotopic Mass: 409.13075647
• SMILES: Cc1ccc(cc1)S(=O)(=O)n1cc(nc1)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)Cc1ncn(c1)S(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C18H23N3O6S/c1-12-5-7-14(8-6-12)28(25,26)21-10-13(19-11-21)9-15(16(22)23)20-17(24)27-18(2,3)4/h5-8,10-11,15H,9H2,1-4H3,(H,20,24)(H,22,23)/t15-/m0/s1
• InChIKey: DCLJSEPKYJSEHW-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[1-(4-methylbenzenesulfonyl)-1H-imidazol-4-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-[1-(4-methylbenzenesulfonyl)imidazol-4-yl]propanoic acid
• Synonyms: Boc-L-His(Tos)-OH.DCHA; Nalpha-Boc-1-toluenesulfonyl-L-histidine; Boc-His(Tos)-OH; Nα-Boc-N(im)-tosyl-L-histidine; Nα-Boc-N(im)-甲苯磺酰基-L-组氨酸

Database IDs

• CAS Number: 35899-43-5
• MDL Number: MFCD00065967
• Beilstein Number: 769957
• PubChem SID: 24849547; 162225337
• PubChem CID: 6455010

CALCULATED PROPERTIES

• Acid pKa: 2.9210231
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.43619066
• LogD (pH = 7.4): -1.5350006
• Log P: 1.0790894
• Molar Refractivity: 100.4278 cm^3
• Polarizability: 39.89725 Å^3
• Polar Surface Area: 127.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~125 °C (dec.); ca 125°C dec.
• Optical Rotation: [α]20/D +16±1°, c = 1% in methanol; +16 (c=1 in methanol)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (TLC); 98%
• Empirical Formula (Hill Notation): C18H23N3O6S

DETAILS

Sigma Aldrich - 15559

Packaging
5 g in poly bottle