9H-fluoren-9-ylmethyl (2S)-2-(1H-1,2,3-benzotriazole-1-carbonyl)pyrrolidine-1-carboxylate

• ChemBase ID: 136674
• Molecular Formular: C26H22N4O3
• Molecular Mass: 438.47788
• Monoisotopic Mass: 438.16919058
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N1CCC[C@H]1C(=O)n1c2ccccc2nn1
• Canonical SMILES: O=C(N1CCC[C@H]1C(=O)n1nnc2c1cccc2)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C26H22N4O3/c31-25(30-23-13-6-5-12-22(23)27-28-30)24-14-7-15-29(24)26(32)33-16-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-6,8-13,21,24H,7,14-16H2/t24-/m0/s1
• InChIKey: ZTDUGEKWIJHWKX-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9H-fluoren-9-ylmethyl (2S)-2-(1H-1,2,3-benzotriazole-1-carbonyl)pyrrolidine-1-carboxylate
• IUPAC Traditional name: 9H-fluoren-9-ylmethyl (2S)-2-(1,2,3-benzotriazole-1-carbonyl)pyrrolidine-1-carboxylate
• Synonyms: (S)-(9H-Fluoren-9-yl)methyl 2-(1H-benzo[d][1,2,3]triazole-1-carbonyl)pyrrolidine-1-carboxylate; (S)-N-Fmoc-2-(benzotriazolylcarbonyl)pyrrolidine; Fmoc-Pro-Bt

Database IDs

• CAS Number: 1155875-68-5
• MDL Number: MFCD11850301
• PubChem SID: 162230944
• PubChem CID: 26794757

CALCULATED PROPERTIES

• Acid pKa: 12.497593
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.1624193
• LogD (pH = 7.4): 4.162416
• Log P: 4.16242
• Molar Refractivity: 122.9509 cm^3
• Polarizability: 49.56489 Å^3
• Polar Surface Area: 77.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 163-168 °C

Safety Information

• Storage Temperature: 2-8°C

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C26H22N4O3

DETAILS

Sigma Aldrich - 737763

包装
50 mg in glass bottle
Application
Benzotriazole amino acids, or aminoacylbenzotriazolides, are versatile reagents for synthesizing peptides as well as their mimetics and conjugates. Benzotriazole amino acids have been used for the preparation of diverse derivatives including:
• Polypeptidal benzotriazolides1
• Peptidomimetics, such as aminoxypeptides2, depsipeptides3 and heterocyclic peptidomimetics4
• Tagged peptides and peptidomimetics, particularly those with fluorescent labels5,6
• N, O, S, and C linked peptide conjugates6