(2R,3S)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid

• ChemBase ID: 152401
• Molecular Formular: C23H27NO5
• Molecular Mass: 397.46418
• Monoisotopic Mass: 397.18892297
• SMILES: C[C@@H]([C@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)OC(C)(C)C
• Canonical SMILES: O=C(N[C@H]([C@@H](OC(C)(C)C)C)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C23H27NO5/c1-14(29-23(2,3)4)20(21(25)26)24-22(27)28-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,14,19-20H,13H2,1-4H3,(H,24,27)(H,25,26)/t14-,20+/m0/s1
• InChIKey: LZOLWEQBVPVDPR-VBKZILBWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• IUPAC Traditional name: (2R,3S)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• Synonyms: Fmoc-O-tert-butyl-D-threonine; Fmoc-D-Thr(tBu)-OH; (2R,3S)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid; Fmoc-O-叔丁基-D-苏氨酸

Database IDs

• CAS Number: 138797-71-4
• MDL Number: MFCD00080292
• Beilstein Number: 8796152
• PubChem SID: 24870873; 162246546
• PubChem CID: 7021418

CALCULATED PROPERTIES

• Polarizability: 43.894363 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 3.8729453
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.480286
• LogD (pH = 7.4): 0.88470966
• Log P: 4.112068
• Molar Refractivity: 109.0964 cm^3

PROPERTIES

Physical Property

• Melting Point: ~130 °C; 129 - 131°C
• Optical Rotation: [α]20/D -15±1.5°, c = 1% in ethyl acetate
• Hydrophobicity(logP): 4.656

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: ≥98.0% (TLC); 95%
• Empirical Formula (Hill Notation): C23H27NO5

DETAILS

Sigma Aldrich - 47312

Packaging
1 g in poly bottle