| Identification | Back Directory | [Name]
METHYL TERT BUTYL CARBAZATE OR CEP 11841 | [CAS]
21075-83-2 | [Synonyms]
1-Boc-1-methyL
Boc-1-Methylhydrazine
1-Boc-1-methylhydrazine
N-Boc-N-methylhydrazine
1-Boc-1-Methylhydrazine 97%
tert-Butyl 2-methylcarbazate
tert-Butyl 2-Methylcarbazate >
1-Carbo-tert-butoxy-1-methylhydrazine
Tert-butyl N-amino-N-methyl-carbamate
2-Methylcarbazic Acid tert-Butyl Ester
tert-Butyl 1-methylhydrazinecarboxylate
1-Methyl-1-tert-butoxycarbonylhydrazine
1-tert-Butoxycarbonyl-1-methylhydrazine
METHYL TERT BUTYL CARBAZATE OR CEP 11841
N-(tert-Butoxycarbonyl)-N-methylhydrazine
1,1-Dimethylethyl 1-methylhydrazinecarboxylate
2-Methyl-2-propanyl 1-Methylhydrazinecarboxylate
N-Methylhydrazinecarboxylic acid tert-butyl ester
Hydrazinecarboxylic acid, 1-methyl-, 1,1-dimethylethylester
2-Methylcarbazic acid tert-butyl ester, N-(tert-Butoxycarbonyl)-N-methylhydrazine, N-Boc-N-methylhydrazine | [Molecular Formula]
C6H14N2O2 | [MDL Number]
MFCD05669700 | [MOL File]
21075-83-2.mol | [Molecular Weight]
146.189 |
| Chemical Properties | Back Directory | [Boiling point ]
186℃ | [density ]
0.985 g/mL at 25 °C | [refractive index ]
n20/D 1.436 | [Fp ]
71 °C | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
clear liquid | [pka]
3.28±0.10(Predicted) | [color ]
Colorless to Almost colorless | [InChI]
InChI=1S/C6H14N2O2/c1-6(2,3)10-5(9)8(4)7/h7H2,1-4H3 | [InChIKey]
IHMQNZFRFVYNDS-UHFFFAOYSA-N | [SMILES]
N(C(OC(C)(C)C)=O)(C)N |
| Hazard Information | Back Directory | [Uses]
tert-Butyl 1-Methylhydrazinecarboxylate is a reactant in the synthesis of the hydrazide of (2S,3S)-trans-epoxysuccinyl-L-leucylamido-3-methylbutane, the lead structure of the irreversible cathepsin C inhibitor. | [Synthesis]
Methylhydrazine (7) (26 g, 564 mmol) and sodium hydroxide (23 g, 575 mmol) were dissolved in methanol (500 mL). A solution of di-tert-butyl dicarbonate (123 g, 564 mmol) in methanol (500 mL) was added slowly and dropwise to this solution over a period of 2 h at 0°C. The reaction mixture was stirred at room temperature. The reaction mixture was stirred at room temperature for 2 h. The insoluble material was removed by filtration through diatomaceous earth. The filtrate was concentrated under reduced pressure and the oily residue obtained was neutralized with aqueous ammonium chloride. Subsequently, the aqueous phase was extracted with dichloromethane, the organic phase was dried with anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to afford 1-tert-butoxycarbonyl-1-methylhydrazine (8) (79 g, 97% yield). The product was characterized by 1H NMR (CDCl3): δ 4.06 (br, 2H), 3.05 (s, 3H), 1.47 (s, 9H); IR (pure) νmax 1694, 1365, 1154 cm-1. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 14, p. 2413 - 2418
[2] Chirality, 2013, vol. 25, # 6, p. 341 - 349
[3] Journal of Antibiotics, 1993, vol. 46, # 8, p. 1279 - 1288
[4] Patent: US5275816, 1994, A
[5] Bioorganic Chemistry, 2010, vol. 38, # 5, p. 229 - 233 |
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