(2S)-5-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid

• ChemBase ID: 106098
• Molecular Formular: C14H25NO6
• Molecular Mass: 303.3514
• Monoisotopic Mass: 303.16818753
• SMILES: CC(C)(C)OC(=O)CC[C@H](NC(=O)OC(C)(C)C)C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)CC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H25NO6/c1-13(2,3)20-10(16)8-7-9(11(17)18)15-12(19)21-14(4,5)6/h9H,7-8H2,1-6H3,(H,15,19)(H,17,18)/t9-/m0/s1
• InChIKey: YGSRAYJBEREVRB-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid
• IUPAC Traditional name: (2S)-5-(tert-butoxy)-2-[(tert-butoxycarbonyl)amino]-5-oxopentanoic acid
• Synonyms: (S)-5-(tert-Butoxy)-2-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid; N-t-Butyloxycarbonyl-L-glutamic acid gamma-t-butyl ester; N-t-BOC-L-GLUTAMIC ACID γ-t-BUTYL ESTER; Boc-L-glutamic acid 5-tert-butyl ester; Boc-Glu(OtBu)-OH; Boc-L-谷氨酸-5-叔丁酯

Database IDs

• CAS Number: 13726-84-6
• MDL Number: MFCD00038257
• Beilstein Number: 2149791
• PubChem SID: 24849431; 162092717
• PubChem CID: 6993432

CALCULATED PROPERTIES

• Acid pKa: 3.9756446
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.22721039
• LogD (pH = 7.4): -1.4127836
• Log P: 1.760089
• Molar Refractivity: 74.7354 cm^3
• Polarizability: 29.820028 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102-105 °C
• Optical Rotation: [α]20/D -9.5±1°, c = 1% in methanol

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• 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); 98%
• Linear Formula: (CH3)3COCOCH2CH2CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15436

Packaging
5 g in poly bottle