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

• ChemBase ID: 130984
• Molecular Formular: C11H20N2O5S
• Molecular Mass: 292.3519
• Monoisotopic Mass: 292.10929275
• SMILES: CC(=O)NCSC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: CC(=O)NCSC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C11H20N2O5S/c1-7(14)12-6-19-5-8(9(15)16)13-10(17)18-11(2,3)4/h8H,5-6H2,1-4H3,(H,12,14)(H,13,17)(H,15,16)/t8-/m0/s1
• InChIKey: HLCTYBOTPCIHTG-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[(acetamidomethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-[(acetamidomethyl)sulfanyl]propanoic acid
• Synonyms: Boc-S-acetamidomethyl-L-cysteine; Boc-Cys(Acm)-OH; Boc-S-乙酰氨甲基-L-半胱氨酸

Database IDs

• CAS Number: 19746-37-3
• EC Number: 243-267-0
• MDL Number: MFCD00038252
• Beilstein Number: 2058303
• PubChem SID: 24849372; 162225262
• PubChem CID: 88223

CALCULATED PROPERTIES

• Acid pKa: 3.8611197
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6270258
• LogD (pH = 7.4): -3.2170782
• Log P: 0.01616717
• Molar Refractivity: 70.2851 cm^3
• Polarizability: 27.8373 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 111-114 °C
• Optical Rotation: [α]20/D -36.5±1.5°, c = 1% in H2O

Safety Information

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

Product Information

• Purity: ≥96.0% (T)
• Linear Formula: CH3CONHCH2SCH2CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15376

Packaging
5 g in glass bottle