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

• ChemBase ID: 38869
• Molecular Formular: C15H21NO4S
• Molecular Mass: 311.39654
• Monoisotopic Mass: 311.11912916
• SMILES: C([C@@H](C(=O)O)NC(=O)OC(C)(C)C)SCc1ccccc1
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OC(C)(C)C)CSCc1ccccc1
• InChI: InChI=1S/C15H21NO4S/c1-15(2,3)20-14(19)16-12(13(17)18)10-21-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/t12-/m0/s1
• InChIKey: IFVORPLRHYROAA-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-(benzylsulfanyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2R)-3-(benzylsulfanyl)-2-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: (R)-3-(Benzylthio)-2-((tert-butoxycarbonyl)amino)propanoic acid; Boc-S-benzyl-L-cysteine; Boc-S-benzyl-L-cysteine; Boc-Cys(Bzl)-OH; Boc-S-苄基-L-半胱氨酸

Database IDs

• CAS Number: 5068-28-0
• EC Number: 225-772-8
• MDL Number: MFCD00065567
• Beilstein Number: 2000417
• PubChem SID: 24849379; 161002176
• PubChem CID: 2724757

CALCULATED PROPERTIES

• Acid pKa: 4.02671
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.485787
• LogD (pH = 7.4): -0.17390746
• Log P: 2.9696424
• Molar Refractivity: 82.4094 cm^3
• Polarizability: 32.40034 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 86-88 °C
• Optical Rotation: [α]20/D -44±1°, c = 1% in acetic acid

Safety Information

• Storage Warning: 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: ≥99.0% (T); 95+%
• Linear Formula: C6H5CH2SCH2CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15383

Packaging
5 g in glass bottle