1-BOC-AMINO-2,2-DIMETHYL-1,3-PROPANEDIAMINE Chemical Properties

Melting point:

74 °C

Boiling point:

293.8±23.0 °C(Predicted)

Density 

0.964±0.06 g/cm3(Predicted)

storage temp. 

2-8°C, protect from light

pka

12.86±0.46(Predicted)

form 

powder to crystal

color 

White to Almost white

CAS DataBase Reference

292606-35-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2924.19.8000

1-BOC-AMINO-2,2-DIMETHYL-1,3-PROPANEDIAMINE Usage And Synthesis

Synthesis

Di-tert-butyl dicarbonate was slowly added to a solution of 2,2-dimethylpropane-1,3-diamine in dichloromethane (DCM) (500 mL) of 2,2-dimethylpropane-1,3-diamine (80 g, 783 mmol) and di-tert-butyl dicarbonate (91 mL, 391 mmol) at 0 °C. The reaction mixture was stirred at ambient temperature for 12 hours. Subsequently, the reaction mixture was concentrated to remove the solvent. The crude product was purified by column chromatography (neutral alumina) using methanol: dichloromethane (1:9) as eluent to afford tert-butyl (3-amino-2,2-dimethylpropyl)carbamate (50 g, 247 mmol, 31.6% yield) as a white solid. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 0.85 (s, 6H), 1.44 (s, 9H), 2.35-2.52 (m, 2H), 3.00 (br d, J = 6.14Hz, 2H), 5.16 (br s, 1H).

References

[1] Patent: WO2018/109648, 2018, A1. Location in patent: Page/Page column 64
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 2, p. 236 - 246
[3] Patent: US2005/20623, 2005, A1. Location in patent: Page 116
[4] Patent: EP1550657, 2005, A1. Location in patent: Page/Page column 46

1-BOC-AMINO-2,2-DIMETHYL-1,3-PROPANEDIAMINE(292606-35-0)Related Product Information

• 1-BOC-AMINO-2,2-DIMETHYL-1,3-PROPANEDIAMINE
• tert-Butyl 2,6-diazaspiro[3.5]nonane-6-carboxylate
• 2,7-DIAZA-SPIRO[4.4]NONANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
• Carbamic acid, (7S)-5-azaspiro[2.4]hept-7-yl-, 1,1-dimethylethyl ester (9CI)
• 2,2-DIMETHYL-1,3-PROPANEDIAMINE
• TERT-BUTYL 2,7-DIAZASPIRO[4.5]DECANE-2-CARBOXYLATE
• 2,7-DIAZASPIRO[4.5]DECANE-7-CARBOXYLIC ACID T-BUTYL ESTER
• Carbamic acid, (3-azabicyclo[3.1.0]hex-1-ylmethyl)-, 1,1-dimethylethyl ester
• Carbamic acid, 5-azaspiro[2.4]hept-1-yl-, 1,1-dimethylethyl ester (9CI)
• Tert-butyl 2,6-diazaspiro[3.4]octane-2-carboxylate
• TERT-BUTYL 2,8-DIAZASPIRO[5.5]UNDECANE-2-CARBOXYLATE
• 2-OXO-1,2-DIHYDRO-SPIRO[INDOLE-3,3'-PYRROLIDINE]-1'-CARBOXYLIC ACID TERT-BUTYL ESTER
• Tert-butyl 2,6-diazaspiro[3.4]octane-6-carboxylate
• TERT-BUTYL 4-[(2-METHOXYETHYL)AMINO]-3,3-DIMETHYLPIPERIDINE-1-CARBOXYLATE
• 3-[N-(4-AMINO)BENZYL-2-PYRROLIDINONE]-3'-N-BOC-SPIRO-PIPERIDINE
• (1-IMIDAZOL-1-YLMETHYL-CYCLOPROPYLMETHYL)-CARBAMIC ACID TERT-BUTYL ESTER
• 3-[N-(2-AMINO)BENZYL-2-PYRROLIDINONE]-3'-N-BOC-SPIRO-PIPERIDINE
• 3-[N-(3-AMINO)BENZYL-2-PYRROLIDINONE]-3'-N-BOC-SPIRO-PIPERIDINE