(2S)-4-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-4-oxobutanoic acid

• ChemBase ID: 38420
• Molecular Formular: C13H23NO6
• Molecular Mass: 289.32482
• Monoisotopic Mass: 289.15253746
• SMILES: C(=O)(C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C13H23NO6/c1-12(2,3)19-9(15)7-8(10(16)17)14-11(18)20-13(4,5)6/h8H,7H2,1-6H3,(H,14,18)(H,16,17)/t8-/m0/s1
• InChIKey: PHJDCONJXLIIPW-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-4-oxobutanoic acid
• IUPAC Traditional name: (2S)-4-(tert-butoxy)-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid
• Synonyms: Boc-Asp(OtBu)-OH; Boc-Asp(OtBu)-OH; Boc-L-aspartic acid 4-tert-butyl ester; N-Alpha-t-Boc-L-aspartic acid beta-t-butyl ester; Boc-L-天冬氨酸-4-叔丁酯

Database IDs

• CAS Number: 1676-90-0
• MDL Number: MFCD00076912
• Beilstein Number: 2336144
• PubChem SID: 24849422; 161001727
• PubChem CID: 7010636

CALCULATED PROPERTIES

• Acid pKa: 3.9126775
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.1220502
• LogD (pH = 7.4): -1.7355676
• Log P: 1.4714279
• Molar Refractivity: 69.9804 cm^3
• Polarizability: 27.997587 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 64-67 °C
• Optical Rotation: [α]20/D +2.0±0.4°, c = 1% in methanol

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)3COCOCH2CH[NH(COOC(CH3)3]COOH

DETAILS

Sigma Aldrich - 15429

Packaging
1, 5 g in glass bottle