tert-Butyl 2-(methylamino)ethylcarbamate

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tert-Butyl 2-(methylamino)ethylcarbamate manufacturers

tert-Butyl 2-(methylamino)ethylcarbamate Basic information
Uses
Product Name:tert-Butyl 2-(methylamino)ethylcarbamate
Synonyms:TERT-BUTYL 2-(METHYLAMINO)ETHYLCARBAMATE;Boc-2-(Methylamino)ethylcarbamate;Carbamic acid, [2-(methylamino)ethyl]-, 1,1-dimethylethyl ester (9CI);N-(tert-Butoxycarbonyl)-N-methylethylenediamine;tert-Butyl 2-(methylamino)ethylcarbamate HCl;1-BOC-Amino-2-methylamino-ethane(HClform);1-Boc-Amino-2-methylamino-ethane ,98%;1-BOC-AMINO-2-METHYLAMINO-ETHANE
CAS:122734-32-1
MF:C8H18N2O2
MW:174.24
EINECS:
Product Categories:N-BOC
Mol File:122734-32-1.mol
tert-Butyl 2-(methylamino)ethylcarbamate Structure
tert-Butyl 2-(methylamino)ethylcarbamate Chemical Properties
Melting point 35 °C
Boiling point 260.1±23.0 °C(Predicted)
density 0.958±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to lump
pka12+-.0.46(Predicted)
color White to Almost white
InChIInChI=1S/C8H18N2O2/c1-8(2,3)12-7(11)10-6-5-9-4/h9H,5-6H2,1-4H3,(H,10,11)
InChIKeyGKWGBMHXVRSFRT-UHFFFAOYSA-N
SMILESC(OC(C)(C)C)(=O)NCCNC
CAS DataBase Reference122734-32-1
Safety Information
Hazard Codes T
Risk Statements 25
Safety Statements 45
HS Code 2921490090
MSDS Information
tert-Butyl 2-(methylamino)ethylcarbamate Usage And Synthesis
Uses2-(methylamino)ethylcarbamate tert-butyl ester was used in the study of hydrophilic derivatives of the antibody-drug conjugate gentamicin.
Chemical PropertiesWhite to very pale yellow solid
Synthesis
1-N-BENZYL-1-N-METHYL-2-BOC-ETHANE-1,2-DIAMINE

849472-99-7

tert-Butyl 2-(methylamino)ethylcarbamate

122734-32-1

General procedure for the synthesis of tert-butyl 2-(methylamino)ethyl carbamate from (2-(benzyl(methyl)amino)ethyl)carbamate: 1. To a reaction flask were added 20% Pd(OH)2/carbon catalyst (3.1 g), tert-butyl (2-(benzyl(methyl)amino)ethyl)carbamate (3.3 g, 12.5 mmol), methanol (200 mL) and water (2 mL). 2. The reaction system was placed under a hydrogen atmosphere (40 psi) for 2.5 hours. 3. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth and concentrated under vacuum to remove the solvent. 4. Water (50 mL) was added to the concentrate and the pH was adjusted to 12 with alkali. 5. The aqueous phase was extracted with dichloromethane (3 x 50 mL) and the organic layers were combined. 6. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated in vacuum to give tert-butyl 2-(methylamino)ethylcarbamate (2.0 g, 11.7 mmol, 94% yield) as a colorless oil. LC-MS [M + H] 686.5 (C35H51N5O7S + H, calculated value: 685.9).

References[1] Patent: US2011/262355, 2011, A1. Location in patent: Page/Page column 136
[2] Patent: WO2011/133149, 2011, A1. Location in patent: Page/Page column 298
[3] Patent: WO2011/133150, 2011, A1. Location in patent: Page/Page column 300
[4] Patent: JP2016/41698, 2016, A. Location in patent: Paragraph 0364; 0377
[5] Patent: US2010/41748, 2010, A1. Location in patent: Page/Page column 120
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