1-tert-butyl 2-methyl (2S,4S)-4-azidopyrrolidine-1,2-dicarboxylate

• ChemBase ID: 161041
• Molecular Formular: C11H18N4O4
• Molecular Mass: 270.28502
• Monoisotopic Mass: 270.13280508
• SMILES: [C@@H]1(C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)OC)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=N[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)OC
• InChI: InChI=1S/C11H18N4O4/c1-11(2,3)19-10(17)15-6-7(13-14-12)5-8(15)9(16)18-4/h7-8H,5-6H2,1-4H3/t7-,8-/m0/s1
• InChIKey: BJQMWOSPZUZYNW-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-tert-butyl 2-methyl (2S,4S)-4-azidopyrrolidine-1,2-dicarboxylate
• IUPAC Traditional name: 1-tert-butyl 2-methyl (2S,4S)-4-azidopyrrolidine-1,2-dicarboxylate
• Synonyms: (2S,4R)-4-Azido-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic Acid Methyl Ester; (2S-trans)-4-Azido-1,2-pyrrolidinedicarboxylic Acid 1-(1,1-Dimethylethyl) 2-Methyl Ester; (2S,4R)-4-Azido-1,2-pyrrolidinedicarboxylic Acid 1-(1,1-Dimethylethyl) 2-Methyl Ester

Database IDs

• CAS Number: 121147-97-5
• PubChem SID: 162255176
• PubChem CID: 11219435

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.89054686
• LogD (pH = 7.4): 0.89054686
• Log P: 1.0045925
• Molar Refractivity: 65.4389 cm^3
• Polarizability: 25.357939 Å^3
• Polar Surface Area: 85.27 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: CD3OD; CDCl3
• Apperance: Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A856350

Used in the preparation of neuronal nitric oxide synthase inhibitors.

REFERENCES

• Seo, J. et al.; Bioorg. Med. Chem. 15, 1928 (2007)