(2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methyl-3-[(triphenylmethyl)sulfanyl]butanoic acid

• ChemBase ID: 38922
• Molecular Formular: C39H35NO4S
• Molecular Mass: 613.7645
• Monoisotopic Mass: 613.22867961
• SMILES: [C@H](C(C)(SC(c1ccccc1)(c1ccccc1)c1ccccc1)C)(C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: O=C(N[C@@H](C(SC(c1ccccc1)(c1ccccc1)c1ccccc1)(C)C)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C39H35NO4S/c1-38(2,45-39(27-16-6-3-7-17-27,28-18-8-4-9-19-28)29-20-10-5-11-21-29)35(36(41)42)40-37(43)44-26-34-32-24-14-12-22-30(32)31-23-13-15-25-33(31)34/h3-25,34-35H,26H2,1-2H3,(H,40,43)(H,41,42)/t35-/m1/s1
• InChIKey: XSGMGAINOILNJR-PGUFJCEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methyl-3-[(triphenylmethyl)sulfanyl]butanoic acid
• IUPAC Traditional name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methyl-3-[(triphenylmethyl)sulfanyl]butanoic acid
• Synonyms: Fmoc-S-trityl-L-penicillamine; Fmoc-β,β-dimethyl-Cys(Trt)-OH; Fmoc-S-trityl-L-penicillamine; Fmoc-Pen(Trt)-OH; Fmoc-β,β-二甲基-Cys(Trt)-OH; N-芴甲氧羰基-S-三苯甲基-L-青霉胺

Database IDs

• CAS Number: 201531-88-6
• MDL Number: MFCD00237388
• PubChem SID: 161002229
• PubChem CID: 44593786

CALCULATED PROPERTIES

• Acid pKa: 3.9461184
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 7.410726
• LogD (pH = 7.4): 5.782848
• Log P: 8.972003
• Molar Refractivity: 181.1536 cm^3
• Polarizability: 71.43499 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +33±2°, c = 1 in methanol

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• GHS Hazard statements: H413
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.5% (HPLC); 96%
• Empirical Formula (Hill Notation): C39H35NO4S

DETAILS

Sigma Aldrich - 670642

Packaging
500 mg in poly bottle