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

• ChemBase ID: 152516
• Molecular Formular: C37H31NO4S
• Molecular Mass: 585.71134
• Monoisotopic Mass: 585.19737948
• SMILES: c1ccc(cc1)C(c1ccccc1)(c1ccccc1)SC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)CSC(c1ccccc1)(c1ccccc1)c1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C37H31NO4S/c39-35(40)34(38-36(41)42-24-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33)25-43-37(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28/h1-23,33-34H,24-25H2,(H,38,41)(H,39,40)/t34-/m0/s1
• InChIKey: KLBPUVPNPAJWHZ-UMSFTDKQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[(triphenylmethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[(triphenylmethyl)sulfanyl]propanoic acid
• Synonyms: N-(9-Fluorenylmethoxycarbonyl)-S-trityl-L-cysteine; Nα-Fmoc-S-trityl-L-cysteine; Fmoc-Cys(Trt)-OH; Fmoc-Cys(Trt)-OH; N-Fmoc-S-trityl-L-cysteine; N-(9-芴甲氧羰基)-S-三苯甲基-L-半胱氨酸; Nα-Fmoc-S-三苯甲基-L-半胱氨酸; N-Fmoc-S-三苯甲基-L-半胱氨酸

Database IDs

• CAS Number: 103213-32-7
• MDL Number: MFCD00038538
• Beilstein Number: 4221286
• PubChem SID: 24871317; 162246661
• PubChem CID: 128239

CALCULATED PROPERTIES

• Acid pKa: 3.9009016
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 6.721673
• LogD (pH = 7.4): 5.113374
• Log P: 8.3265
• Molar Refractivity: 172.1522 cm^3
• Polarizability: 67.740875 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 170-173 °C(lit.); 171-173°C
• Optical Rotation: [α]20/D +16.0±2°, c = 1% in THF; +17 (c=1 in THF)

Safety Information

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

Product Information

• Purity: ≥95.0% (sum of enantiomers, HPLC); 95%
• Empirical Formula (Hill Notation): C37H31NO4S

DETAILS

Sigma Aldrich - 47695

Packaging
5 g in glass bottle