(2S,4S)-1-[(tert-butoxy)carbonyl]-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pyrrolidine-2-carboxylic acid

• ChemBase ID: 151136
• Molecular Formular: C25H28N2O6
• Molecular Mass: 452.49962
• Monoisotopic Mass: 452.19473663
• SMILES: CC(C)(C)OC(=O)N1C[C@H](C[C@H]1C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C25H28N2O6/c1-25(2,3)33-24(31)27-13-15(12-21(27)22(28)29)26-23(30)32-14-20-18-10-6-4-8-16(18)17-9-5-7-11-19(17)20/h4-11,15,20-21H,12-14H2,1-3H3,(H,26,30)(H,28,29)/t15-,21-/m0/s1
• InChIKey: UPXRTVAIJMUAQR-BTYIYWSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(tert-butoxy)carbonyl]-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pyrrolidine-2-carboxylic acid; (2S,4S)-1-[(tert-butoxy)carbonyl]-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-(tert-butoxycarbonyl)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-N-tert-Butoxycarbonyl-4-N-(9-fluorenylmethoxycarbonyl)aminopyrrolidine-2-carboxylic acid; N-Boc-cis-4-N-Fmoc-amino-L-proline; (2S,4S)-4-(9H-Fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester; (4S)-4-N-Fmoc-amino-1-Boc-L-proline; (2S,4S)-N-叔丁氧羰基-4-N-(9-芴甲氧羰基)氨基吡咯烷-2-羧酸; N-Boc-顺式-4-N-Fmoc-氨基-L-脯氨酸

Database IDs

• CAS Number: 174148-03-9
• MDL Number: MFCD00673782
• PubChem SID: 162245294; 24878036
• PubChem CID: 2756134

CALCULATED PROPERTIES

• Acid pKa: 3.640127
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.6988677
• LogD (pH = 7.4): 0.2268885
• Log P: 3.5555007
• Molar Refractivity: 120.1146 cm^3
• Polarizability: 48.07006 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150-154 °C(lit.)
• Optical Rotation: [α]20/D -68°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C25H28N2O6

DETAILS

Sigma Aldrich - 534404

Packaging
1 g in glass bottle