3-tert-butyl 4-methyl (4R)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate

• ChemBase ID: 150604
• Molecular Formular: C12H21NO5
• Molecular Mass: 259.29884
• Monoisotopic Mass: 259.14197278
• SMILES: CC1(N([C@H](CO1)C(=O)OC)C(=O)OC(C)(C)C)C
• Canonical SMILES: COC(=O)[C@H]1COC(N1C(=O)OC(C)(C)C)(C)C
• InChI: InChI=1S/C12H21NO5/c1-11(2,3)18-10(15)13-8(9(14)16-6)7-17-12(13,4)5/h8H,7H2,1-6H3/t8-/m1/s1
• InChIKey: ZNBUXTFASGDVCL-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-tert-butyl 4-methyl (4R)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate
• IUPAC Traditional name: 3-tert-butyl 4-methyl (4R)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate
• Synonyms: Methyl (R)-(+)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-oxazolidinecarboxylate; Methyl (R)-(+)-3-Boc-2,2-dimethyl-4-oxazolidinecarboxylate; (4R)-2,2-Dimethyl-3,4-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) 4-Methyl Ester; (R)-2,2-Dimethyloxazolidine-3,4-dicarboxylic Acid 3-tert-Butyl Ester 4-Methyl Ester; (R)-(+)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-oxazolidinecarboxylic Acid Methyl Ester; (R)-(+)-3-(叔丁氧羰基)-2,2-二甲基-4-噁唑啉羧酸甲酯; (R)-(+)-3-Boc-2,2-二甲基-4-噁唑啉羧酸甲酯

Database IDs

• CAS Number: 95715-86-9
• MDL Number: MFCD00674041
• PubChem SID: 162244765; 24869350
• PubChem CID: 688220

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.2953444
• Log P: 1.2953444
• Molar Refractivity: 64.0356 cm^3
• Polarizability: 25.56365 Å^3
• Polar Surface Area: 65.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.2953444

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Yellow Oil
• Boiling Point: 89 °C/0.8 mmHg(lit.)
• Flash Point: 199.4 °F; 93 °C
• Density: 1.082 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.444(lit.)
• Optical Rotation: [α]20/D +54°, c = 1.3 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 98%
• Optical Purity: ee: 99% (HPLC)
• Empirical Formula (Hill Notation): C12H21NO5

DETAILS

Sigma Aldrich - 458937

Packaging
1 g in glass bottle

Toronto Research Chemicals - B690090

Intermediate in the preparation of various enzymatic inhibitors.

REFERENCES

• Ettari, R., et al.: J. Med. Chem., 51, 988 (2008)
• Martin, N., et al.: Bioorg. Med. Chem. Lett., 19, 1758 (2008)