(2R)-3-(tert-butyldisulfanyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 152185
• Molecular Formular: C22H25NO4S2
• Molecular Mass: 431.5682
• Monoisotopic Mass: 431.12250029
• SMILES: CC(C)(C)SSC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)CSSC(C)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C22H25NO4S2/c1-22(2,3)29-28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
• InChIKey: ZDUMTHLUTJOUML-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-(tert-butyldisulfanyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2R)-3-(tert-butyldisulfanyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Nα-Fmoc-S-tert-butylthio-L-cysteine; Fmoc-Cys(StBu)-OH; Nα-芴甲氧羰基-S-叔丁硫基-L-半胱氨酸

Database IDs

• CAS Number: 73724-43-3
• EC Number: 277-574-6
• MDL Number: MFCD00042617
• Beilstein Number: 5157922
• PubChem SID: 162246330; 24871235
• PubChem CID: 16213190

CALCULATED PROPERTIES

• Acid pKa: 3.790796
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.8781157
• LogD (pH = 7.4): 1.3226159
• Log P: 4.589201
• Molar Refractivity: 118.8115 cm^3
• Polarizability: 47.53031 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 73-77 °C
• Optical Rotation: [α]20/D -83±2°, c = 1% in ethyl acetate

Safety Information

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

Product Information

• Purity: ≥95.0% (HPLC)
• Empirical Formula (Hill Notation): C22H25NO4S2

DETAILS

Sigma Aldrich - 47631

Packaging
1 g in glass bottle