(2S)-3-(4-{[bis({[(tert-butoxy)carbonyl]amino})methylidene]amino}phenyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 152597
• Molecular Formular: C35H40N4O8
• Molecular Mass: 644.7141
• Monoisotopic Mass: 644.28461426
• SMILES: CC(C)(C)OC(=O)NC(=Nc1ccc(cc1)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)N=C(NC(=O)OC(C)(C)C)NC(=O)OC(C)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C35H40N4O8/c1-34(2,3)46-32(43)38-30(39-33(44)47-35(4,5)6)36-22-17-15-21(16-18-22)19-28(29(40)41)37-31(42)45-20-27-25-13-9-7-11-23(25)24-12-8-10-14-26(24)27/h7-18,27-28H,19-20H2,1-6H3,(H,37,42)(H,40,41)(H2,36,38,39,43,44)/t28-/m0/s1
• InChIKey: CIEGZABLYKOZLG-NDEPHWFRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(4-{[bis({[(tert-butoxy)carbonyl]amino})methylidene]amino}phenyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-[4-({bis[(tert-butoxycarbonyl)amino]methylidene}amino)phenyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Fmoc-4-(N,N′-di-Boc-guanidino)-L-phenylalanine; Fmoc-Phe(4-Boc2-guanidino)-OH; 芴甲氧羰基-4-(N,N′-二叔丁氧羰基-胍基)-L-苯丙氨酸; Fmoc-Phe(4-Boc2-胍基)-OH

Database IDs

• CAS Number: 187283-25-6
• MDL Number: MFCD02092975
• PubChem SID: 24853585; 162246742
• PubChem CID: 51340562

CALCULATED PROPERTIES

• Acid pKa: 3.5351229
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 4.7920895
• LogD (pH = 7.4): 3.382195
• Log P: 6.7500405
• Molar Refractivity: 175.0165 cm^3
• Polarizability: 68.37147 Å^3
• Polar Surface Area: 164.65 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

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: ≥90% (HPLC)
• Grade: technical
• Empirical Formula (Hill Notation): C35H40N4O8

DETAILS

Sigma Aldrich - 22669

Other Notes
Pharmacologically interesting protected analog of arginine.1
Packaging
500 mg in poly bottle