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

• ChemBase ID: 39143
• Molecular Formular: C24H27NO5
• Molecular Mass: 409.47488
• Monoisotopic Mass: 409.18892297
• SMILES: [C@@H]1(CN([C@@H](C1)C(=O)O)C(=O)OCC1c2c(c3c1cccc3)cccc2)OC(C)(C)C
• Canonical SMILES: OC(=O)[C@@H]1C[C@H](CN1C(=O)OCC1c2ccccc2c2c1cccc2)OC(C)(C)C
• InChI: InChI=1S/C24H27NO5/c1-24(2,3)30-15-12-21(22(26)27)25(13-15)23(28)29-14-20-18-10-6-4-8-16(18)17-9-5-7-11-19(17)20/h4-11,15,20-21H,12-14H2,1-3H3,(H,26,27)/t15-,21+/m1/s1
• InChIKey: WPBXBYOKQUEIDW-VFNWGFHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-4-(tert-butoxy)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-4-(tert-butoxy)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
• Synonyms: Fmoc-O-tert-butyl-L-hydroxyproline; Fmoc-Hyp(tBu)-OH; Fmoc-(2S,4R)-(-)-4-t-butoxypyrrolidine-2-carboxylic acid; Fmoc-O-叔丁基-L-4-羟脯氨酸

Database IDs

• CAS Number: 122996-47-8
• MDL Number: MFCD00151930
• Beilstein Number: 6161467
• PubChem SID: 161002450; 24871089
• PubChem CID: 978347

CALCULATED PROPERTIES

• Acid pKa: 3.8656485
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.22855
• LogD (pH = 7.4): 0.6363716
• Log P: 3.8673713
• Molar Refractivity: 112.1409 cm^3
• Polarizability: 45.007378 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -25±2.5°, c = 1% in methanol

Safety Information

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

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C24H27NO5

DETAILS

Sigma Aldrich - 47517

Packaging
5 g in poly bottle