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

• ChemBase ID: 38414
• Molecular Formular: C38H32N2O5
• Molecular Mass: 596.67108
• Monoisotopic Mass: 596.23112213
• SMILES: N(C(=O)C[C@@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)O)CC(=O)NC(c1ccccc1)(c1ccccc1)c1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C38H32N2O5/c41-35(40-38(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28)24-34(36(42)43)39-37(44)45-25-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33/h1-23,33-34H,24-25H2,(H,39,44)(H,40,41)(H,42,43)/t34-/m0/s1
• InChIKey: KJYAFJQCGPUXJY-UMSFTDKQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[(triphenylmethyl)carbamoyl]propanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(triphenylmethylcarbamoyl)propanoic acid
• Synonyms: N-Alpha-Fmoc-N-beta-trityl-L-asparagine; Nα-(9-Fluorenylmethoxycarbonyl)-Nγ-trityl-L-asparagine; Nα-Fmoc-Nγ-trityl-L-asparagine; Fmoc-Asn(Trt)-OH; (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[(triphenylmethyl)carbamoyl]propanoic acid; Nα-(9-芴甲氧羰基)-Nγ-三苯甲基-L-天冬酰胺; Nα-Fmoc-Nγ-三苯甲基-L-天冬酰胺

Database IDs

• CAS Number: 132388-59-1
• MDL Number: MFCD00077049
• Beilstein Number: 4343823
• PubChem SID: 24871296; 161001721
• PubChem CID: 640248

CALCULATED PROPERTIES

• Acid pKa: 3.7839086
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 5.2594547
• LogD (pH = 7.4): 3.7074907
• Log P: 6.977194
• Molar Refractivity: 172.3816 cm^3
• Polarizability: 67.686104 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 201 - 204°C; 201-204 °C(lit.)
• Optical Rotation: [α]20/D -15.0±1°, c = 1% in methanol
• Hydrophobicity(logP): 7.146

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 2
• Risk Statements: 53
• Safety Statements: 61
• TSCA Listed: false
• GHS Hazard statements: H413
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ~95%; ≥97.0% (sum of enantiomers, HPLC); 95%
• Empirical Formula (Hill Notation): C38H32N2O5

DETAILS

Sigma Aldrich - 47672

Packaging
5, 25 g in glass bottle