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

• ChemBase ID: 69965
• Molecular Formular: C23H27NO5
• Molecular Mass: 397.46418
• Monoisotopic Mass: 397.18892297
• SMILES: C(=O)([C@@H](NC(=O)OCC1c2ccccc2c2ccccc12)[C@@H](C)OC(C)(C)C)O
• 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+/m1/s1
• InChIKey: LZOLWEQBVPVDPR-VLIAUNLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• IUPAC Traditional name: (2S,3R)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• Synonyms: N-Fmoc-O-tert-Butyl-L-threonine; Fmoc-O-tert-butyl-L-threonine; Fmoc-Thr(tBu)-OH; Nalpha-Fmoc-O-tert-butyl-L-threonine; N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-threonine; Fmoc-Thr(tBu)-OH; N-Fmoc-O-t-Butyl-L-threonine; N-芴甲氧羰基-O-叔丁基-L-苏氨酸; Fmoc-O-叔丁基-L-苏氨酸; Fmoc-Thr(tBu)-OH

Database IDs

• CAS Number: 71989-35-0
• EC Number: 276-261-1
• MDL Number: MFCD00077075
• Beilstein Number: 4581133
• PubChem SID: 24878078; 24871221; 162035690
• PubChem CID: 6364643

CALCULATED PROPERTIES

• 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
• Polarizability: 43.894363 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 124-128 °C(lit.); 131-134°C
• Optical Rotation: [α]20/D +16±1°, c = 1% in ethyl acetate; [α]20/D +40°, c = 1 in chloroform; +16 (c=1 in ethyl acetate)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 50/53
• Safety Statements: 26-37-60; 60-61
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H410
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P273-P501
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C23H27NO5

DETAILS

Sigma Aldrich - 47622

Packaging
1, 10 g in glass bottle