2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoate

• ChemBase ID: 152639
• Molecular Formular: C14H22N2O6S
• Molecular Mass: 346.39928
• Monoisotopic Mass: 346.11985743
• SMILES: CC(C)(C)OC(=O)N[C@@H](CCSC)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: CSCC[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H22N2O6S/c1-14(2,3)21-13(20)15-9(7-8-23-4)12(19)22-16-10(17)5-6-11(16)18/h9H,5-8H2,1-4H3,(H,15,20)/t9-/m0/s1
• InChIKey: PCZJWSPKNYONIM-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-2-[(tert-butoxycarbonyl)amino]-4-(methylsulfanyl)butanoate
• Synonyms: Boc-L-methionine hydroxysuccinimide ester; Boc-Met-OSu; Boc-Met-OSu; Boc-L-甲硫氨酸羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 3845-64-5
• EC Number: 223-341-9
• MDL Number: MFCD00042760
• Beilstein Number: 4238574
• PubChem SID: 162246783; 24849457
• PubChem CID: 12876462

CALCULATED PROPERTIES

• Acid pKa: 13.168939
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.93439984
• LogD (pH = 7.4): 0.9343992
• Log P: 0.93439984
• Molar Refractivity: 83.0128 cm^3
• Polarizability: 32.972904 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-126 °C
• Optical Rotation: [α]20/D -21.5±2°, 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: 95+%
• Ignition Residue: ≤0.05%
• Empirical Formula (Hill Notation): C14H22N2O6S

DETAILS

Sigma Aldrich - 15461

Packaging
25 g in glass bottle