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

• ChemBase ID: 152438
• Molecular Formular: C12H23NO4S2
• Molecular Mass: 309.44532
• Monoisotopic Mass: 309.10685022
• SMILES: CC(C)(C)OC(=O)N[C@@H](CSSC(C)(C)C)C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)CSSC(C)(C)C
• InChI: InChI=1S/C12H23NO4S2/c1-11(2,3)17-10(16)13-8(9(14)15)7-18-19-12(4,5)6/h8H,7H2,1-6H3,(H,13,16)(H,14,15)/t8-/m0/s1
• InChIKey: PPQRALRLGBAWHD-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(tert-butyldisulfanyl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-(tert-butyldisulfanyl)propanoic acid
• Synonyms: Boc-S-tert-butylmercapto-L-cysteine; Boc-Cys(StBu)-OH; Boc-S-叔丁巯基-L-半胱氨酸

Database IDs

• CAS Number: 30044-61-2
• EC Number: 250-013-2
• MDL Number: MFCD00084687
• Beilstein Number: 1982924
• PubChem SID: 162246583; 24849371
• PubChem CID: 14258343

CALCULATED PROPERTIES

• Acid pKa: 4.0032325
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.9508918
• LogD (pH = 7.4): -0.6999428
• Log P: 2.4572701
• Molar Refractivity: 79.6047 cm^3
• Polarizability: 31.471342 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 117-119 °C
• Optical Rotation: [α]20/D -153±3°, 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: ≥99.0% (TLC)
• Linear Formula: (CH3)3CSSCH2CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15375

Packaging
5 g in glass bottle