tert-butyl (4R)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

• ChemBase ID: 75062
• Molecular Formular: C11H19NO4
• Molecular Mass: 229.27286
• Monoisotopic Mass: 229.13140809
• SMILES: N1(C(OC[C@@H]1C=O)(C)C)C(=O)OC(C)(C)C
• Canonical SMILES: O=C[C@H]1COC(N1C(=O)OC(C)(C)C)(C)C
• InChI: InChI=1S/C11H19NO4/c1-10(2,3)16-9(14)12-8(6-13)7-15-11(12,4)5/h6,8H,7H2,1-5H3/t8-/m0/s1
• InChIKey: PNJXYVJNOCLJLJ-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4R)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• IUPAC Traditional name: tert-butyl (4R)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• Synonyms: tert-Butyl (4S)-2,2-dimethyl-4-formyl-1,3-oxazolidine-3-carboxylate; (4S)-2,2-Dimethyl-1,3-oxazolidine-4-carboxaldehyde, N-BOC protected; (+)-N-Boc-N,O-isopropylidene-D-serinal; tert-Butyl (R)-(+)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate; (R)-(+)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde; (R)-tert-Butyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate; (R)-4-Formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester; (+)-N-Boc-N,O-异亚丙基-D-丝氨醛; (R)-(+)-4-甲酰基-2,2-二甲基-3-噁唑啉羧酸叔丁酯; (R)-(+)-3-Boc-2,2-二甲基噁唑啉-4-甲醛

Database IDs

• CAS Number: 102308-32-7; 95715-87-0
• MDL Number: MFCD00674064; MFCD00209557
• Beilstein Number: 3651554
• PubChem SID: 24869933; 162039980
• PubChem CID: 178792

CALCULATED PROPERTIES

• Acid pKa: 14.5326
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.99083406
• LogD (pH = 7.4): 0.990834
• Log P: 0.99083406
• Molar Refractivity: 58.3411 cm^3
• Polarizability: 22.996452 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 67 °C/0.3 mmHg(lit.); 83-88°C
• Flash Point: 102 °C; 108°C; 215.6 °F
• Density: 1.06; 1.06 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.445(lit.)
• Optical Rotation: [α]23/D +90°, c = 1 in chloroform

Safety Information

• Storage Warning: Irritant/Air Sensitive/Store under Argon
• 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: 95%; 95+%; 98%
• Impurities: <6% methyl (R)-(+)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-oxazolidinecarboxylate (CAS 95715-87-0)
• Empirical Formula (Hill Notation): C11H19NO4

DETAILS

Sigma Aldrich - 462063

Application
Employed in the synthesis of fluorinated analogs of glutemic and glutamine.1
Packaging
1 g in glass bottle