tert-Butyl 3-aminobenzylcarbamate Chemical Properties

Melting point:

48.0 to 56.0 °C

Boiling point:

386.0±25.0 °C(Predicted)

Density 

1.095±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

soluble in Methanol

form 

powder to crystal

pka

12.31±0.46(Predicted)

color 

White to Light yellow

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HS Code 

2924297099

tert-Butyl 3-aminobenzylcarbamate Usage And Synthesis

Synthesis

Step 2: Synthesis of tert-butyl 3-aminobenzylcarbamate (3); To a solution of tert-butyl 3-nitrobenzylcarbamate (2, 0.69 g, 2.73 mmol) in ethanol (20 mL) was added 10% Pd-C (50 mg), and the resulting mixture was stirred for 30 min at room temperature under hydrogen atmosphere. The reaction progress was monitored by thin layer chromatography (TLC). After completion of the reaction, the reaction mixture was filtered through diatomaceous earth and washed with ethanol. Ethanol was evaporated from the filtrate under reduced pressure to give tert-butyl 3-aminobenzylcarbamate (3, 0.6 g, 98%). NMR hydrogen spectrum (400 MHz, CDCl3): δ 7.22 (s, 1H), 7.10-7.00 (t, 1H), 6.70-6.60 (d, 1H), 6.60-6.50 (m, 1H), 4.20 (bs, 2H), 1.40 (s, 9H).

References

[1] Patent: WO2011/140338, 2011, A1. Location in patent: Page/Page column 60-61
[2] Chemical Communications, 2014, vol. 50, # 97, p. 15305 - 15308
[3] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 19, p. 4189 - 4206
[4] Journal of Medicinal Chemistry, 1998, vol. 41, # 15, p. 2858 - 2871
[5] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 6, p. 883 - 886

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