2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoate

• ChemBase ID: 152066
• Molecular Formular: C14H22N2O6
• Molecular Mass: 314.33428
• Monoisotopic Mass: 314.14778643
• SMILES: CC(C)[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
• Canonical SMILES: CC([C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C14H22N2O6/c1-8(2)11(15-13(20)21-14(3,4)5)12(19)22-16-9(17)6-7-10(16)18/h8,11H,6-7H2,1-5H3,(H,15,20)/t11-/m0/s1
• InChIKey: POBDBYGSGKMZPH-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanoate
• Synonyms: Boc-L-valine hydroxysuccinimide ester; Boc-Val-OSu; Boc-Val-OSu; Boc-L-缬氨酸羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 3392-12-9
• EC Number: 222-236-5
• MDL Number: MFCD00037906
• Beilstein Number: 1551859
• PubChem SID: 162246211; 24849514
• PubChem CID: 98768

CALCULATED PROPERTIES

• Acid pKa: 13.181515
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1704667
• LogD (pH = 7.4): 1.1704661
• Log P: 1.1704667
• Molar Refractivity: 74.9197 cm^3
• Polarizability: 29.91136 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -38±1°, c = 2% in dioxane

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.5% (N); 95+%
• Empirical Formula (Hill Notation): C14H22N2O6

DETAILS

Sigma Aldrich - 15531

Packaging
5 g in glass bottle