methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoate

• ChemBase ID: 70028
• Molecular Formular: C15H21NO5
• Molecular Mass: 295.33094
• Monoisotopic Mass: 295.14197278
• SMILES: C(=O)([C@H](Cc1ccc(cc1)O)NC(=O)OC(C)(C)C)OC
• Canonical SMILES: COC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C15H21NO5/c1-15(2,3)21-14(19)16-12(13(18)20-4)9-10-5-7-11(17)8-6-10/h5-8,12,17H,9H2,1-4H3,(H,16,19)/t12-/m0/s1
• InChIKey: NQIFXJSLCUJHBB-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoate
• IUPAC Traditional name: methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanoate
• Synonyms: methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoate; N-tert-Butoxycarbonyl-L-tyrosine methyl ester; Boc-Tyr-OMe; N-Boc-L-tyrosine methyl ester; Boc-Tyr-OMe; N-(tert-Butoxycarbonyl)-L-tyrosine methyl ester; Boc-L-tyrosine methyl ester; Boc-Tyr-OMe; N-Boc-L-酪氨酸甲酯; N-(叔丁氧羰基)-L-酪氨酸甲酯; Boc-L-酪氨酸甲酯

Database IDs

• CAS Number: 4326-36-7
• MDL Number: MFCD00191181
• PubChem SID: 162035753; 24870558
• PubChem CID: 7019130

CALCULATED PROPERTIES

• Acid pKa: 9.503845
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4119983
• LogD (pH = 7.4): 2.4086552
• Log P: 2.4120412
• Molar Refractivity: 76.7393 cm^3
• Polarizability: 30.215832 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100 - 104°C; 100-104 °C(lit.); 105-108°C
• Optical Rotation: [α]22/D +51°, c = 1 in chloroform; +50 (c=1 chloroform)
• Hydrophobicity(logP): 2.355

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 95+%; 97%; 98%; 99%
• Linear Formula: 4-(HO)C6H4CH2CH[NHCO2C(CH3)3]CO2HCH3

DETAILS

Sigma Aldrich - 469106

Packaging
5, 25 g in glass bottle