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

• ChemBase ID: 131355
• Molecular Formular: C27H29NO4S
• Molecular Mass: 463.58846
• Monoisotopic Mass: 463.18172941
• SMILES: CC(C)(C)OC(=O)N[C@@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OC(C)(C)C)CSC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C27H29NO4S/c1-26(2,3)32-25(31)28-23(24(29)30)19-33-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18,23H,19H2,1-3H3,(H,28,31)(H,29,30)/t23-/m0/s1
• InChIKey: JDTOWOURWBDELG-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[(triphenylmethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-[(triphenylmethyl)sulfanyl]propanoic acid
• Synonyms: Boc-Cys(Trt)-OH; N-(tert-Butoxycarbonyl)-S-trityl-L-cysteine; Nα-Boc-S-trityl-L-cysteine; Boc-Cys(Trt)-OH; N-(叔丁氧羰基)-S-三苯甲基-L-半胱氨酸; Nα-Boc-S-三苯甲基-L-半胱氨酸

Database IDs

• CAS Number: 21947-98-8
• EC Number: 244-674-6
• MDL Number: MFCD00038251
• Beilstein Number: 2028965
• PubChem SID: 162225633; 24869538
• PubChem CID: 11167161

CALCULATED PROPERTIES

• Acid pKa: 4.0350447
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.7187023
• LogD (pH = 7.4): 3.0559433
• Log P: 6.1945686
• Molar Refractivity: 132.9454 cm^3
• Polarizability: 51.5606 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 143-146 °C(lit.)
• Optical Rotation: [α]20/D +27.5°, c = 1 in ethanol; [α]20/D +28±1°, c = 1% in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99.0% (TLC); 97%
• Grade: puriss.
• Linear Formula: (C6H5)3CSCH2CH[NHCO2C(CH3)3]CO2H

DETAILS

Sigma Aldrich - 459313

Packaging
5, 25 g in glass bottle