(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-{[(4-methylphenyl)methyl]sulfanyl}propanoic acid

• ChemBase ID: 152776
• Molecular Formular: C16H23NO4S
• Molecular Mass: 325.42312
• Monoisotopic Mass: 325.13477922
• SMILES: Cc1ccc(cc1)CSC[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)CSCc1ccc(cc1)C
• InChI: InChI=1S/C16H23NO4S/c1-11-5-7-12(8-6-11)9-22-10-13(14(18)19)17-15(20)21-16(2,3)4/h5-8,13H,9-10H2,1-4H3,(H,17,20)(H,18,19)/t13-/m0/s1
• InChIKey: CUNVVZWSABRKAL-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-{[(4-methylphenyl)methyl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-{[(4-methylphenyl)methyl]sulfanyl}propanoic acid
• Synonyms: Boc-S-(4-methylbenzyl)-L-cysteine; Boc-Cys(Mbzl)-OH; Boc-S-(4-甲基苄基)-L-半胱氨酸

Database IDs

• CAS Number: 336182-03-7
• MDL Number: MFCD00038517
• Beilstein Number: 3594717
• PubChem SID: 162246919; 24849441
• PubChem CID: 7010551

CALCULATED PROPERTIES

• Acid pKa: 3.939533
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.915449
• LogD (pH = 7.4): 0.29034495
• Log P: 3.4830637
• Molar Refractivity: 87.4506 cm^3
• Polarizability: 34.16044 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -34.0±3.0°, c = 2 in methanol

Safety Information

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

Product Information

• Purity: ≥96.0% (HPLC)
• Linear Formula: CH3C6H4CH2SCH2CH(COOH)NHCOOC(CH3)3