| Identification | More | [Name]
tert-Butyl glycinate | [CAS]
6456-74-2 | [Synonyms]
GLYCINE T-BUTYL ESTER
GLYCINE TERT-BUTYL ESTER
GLYCIN-TERT-BUTYL ESTER
TERT-BUTYL GLYCINATE
tert-Butyl glycinate~H-Gly-OtBu
Glycinetert-butylester,97%
Glycine, 1,1-dimethylethyl ester
Aminoacetic acid tert-butyl ester
Glycine tert-butyl | [EINECS(EC#)]
1533716-785-6 | [Molecular Formula]
C6H13NO2 | [MDL Number]
MFCD00038194 | [Molecular Weight]
131.17 | [MOL File]
6456-74-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
148-150 °C (decomp) | [Boiling point ]
29-31°C 2mm | [density ]
0,96 g/cm3 | [refractive index ]
1.4240 | [Fp ]
29-31°C/2mm | [storage temp. ]
Store at +2°C to +8°C. | [form ]
liquid | [pka]
7.36±0.29(Predicted) | [color ]
colorless to pale yellow transparent | [Water Solubility ]
Miscible with acetone and methanol. Slightly miscible with ehtanol. Immiscible with water. | [Sensitive ]
Air Sensitive | [BRN ]
2039000 | [CAS DataBase Reference]
6456-74-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Risk Statements ]
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [TSCA ]
No | [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Uses]
Glycine tert-butyl ester is used in the preparation of Schiff base by reacting with benzophenone. The resultant Schiff base undergoes asymmetric alkylation with arylmethyl bromides in the presence of O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide as chiral phase transfer catalyst to give guanidine-containing pentacyclic compound. | [Synthesis]
10 mmol of glycine, 4 g of molecular sieves, and 20 mL of methyl tert-butyl ether were added to a 50 mL round-bottomed flask fitted with a septum, and the mixture was cooled to 25 °C. 30 mmol of sulfuric acid was slowly added dropwise to the solution using a syringe. The reaction was maintained at 25 °C for the indicated time as shown in Table 5. Upon completion of the reaction, the reaction mixture was quenched by slowly pouring it into 25 mL of saturated aqueous sodium bicarbonate solution. The organic phase was separated and the aqueous phase was extracted twice with hexane. The organic phases were combined, washed with water and subsequently dried with anhydrous sodium sulfate. Finally, the solvent was removed by distillation to give tert-butyl glycinate. | [References]
[1] Tetrahedron Letters, 2012, vol. 53, # 6, p. 641 - 645 |
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