(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(tert-butoxy)phenyl]propanoic acid

• ChemBase ID: 69348
• Molecular Formular: C18H27NO5
• Molecular Mass: 337.41068
• Monoisotopic Mass: 337.18892297
• SMILES: C(=O)([C@H](Cc1ccc(cc1)OC(C)(C)C)NC(=O)OC(C)(C)C)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1ccc(cc1)OC(C)(C)C
• InChI: InChI=1S/C18H27NO5/c1-17(2,3)23-13-9-7-12(8-10-13)11-14(15(20)21)19-16(22)24-18(4,5)6/h7-10,14H,11H2,1-6H3,(H,19,22)(H,20,21)/t14-/m0/s1
• InChIKey: ZEQLLMOXFVKKCN-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(tert-butoxy)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-3-[4-(tert-butoxy)phenyl]-2-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: Boc-Tyr(tBu)-OH; Boc-O-tert-butyl-L-tyrosine; Boc-Tyr(tBu)-OH; Boc-O-叔丁基-L-酪氨酸

Database IDs

• CAS Number: 47375-34-8
• MDL Number: MFCD00065598
• Beilstein Number: 4327336
• PubChem SID: 162035074; 24849429
• PubChem CID: 7017901

CALCULATED PROPERTIES

• Acid pKa: 3.5578377
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.529995
• LogD (pH = 7.4): 0.10870845
• Log P: 3.4660008
• Molar Refractivity: 90.2581 cm^3
• Polarizability: 35.539787 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113-118 °C
• Optical Rotation: [α]20/D -15.0±1.0°, c = 1% in DMF

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: ≥99.0% (sum of enantiomers, TLC); 95+%
• Linear Formula: (CH3)3COC6H4CH2CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15434

Packaging
5 g in poly bottle