methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate

• ChemBase ID: 147938
• Molecular Formular: C15H21NO4
• Molecular Mass: 279.33154
• Monoisotopic Mass: 279.14705816
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)OC
• Canonical SMILES: COC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C15H21NO4/c1-15(2,3)20-14(18)16-12(13(17)19-4)10-11-8-6-5-7-9-11/h5-9,12H,10H2,1-4H3,(H,16,18)/t12-/m0/s1
• InChIKey: SDSWSVBXRBXPRL-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate
• IUPAC Traditional name: methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate
• Synonyms: L-Boc-Phenyl-alanine methyl ester; N-(tert-Butoxycarbonyl)-L-phenylalanine methyl ester; Boc-L-phenylalanine methyl ester; Boc-Phe-OMe; N-(叔丁氧羰基)-L-苯丙氨酸甲酯; Boc-L-苯丙氨酸甲酯

Database IDs

• CAS Number: 51987-73-6
• MDL Number: MFCD00076977
• Beilstein Number: 3061910
• PubChem SID: 162242119; 24866397; 24848853
• PubChem CID: 9882138

CALCULATED PROPERTIES

• Acid pKa: 13.496214
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7156065
• LogD (pH = 7.4): 2.7156062
• Log P: 2.7156065
• Molar Refractivity: 74.7584 cm^3
• Polarizability: 29.581636 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 36-40 °C(lit.); 38-41 °C
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]20/D -3.8±0.5°, c = 2% in methanol; [α]22/D -4.0°, c = 2 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36-41
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338

Product Information

• Purity: ≥98.0% (TLC); 95+%; 98%
• Grade: purum
• Linear Formula: C6H5CH2CH[NHCO2C(CH3)3]CO2CH3

DETAILS

Sigma Aldrich - 421707

Packaging
5, 25 g in glass bottle