3-AMino-6-Boc-6-azabenzocycloheptane

Base Information

• Chemical Name: 3-AMino-6-Boc-6-azabenzocycloheptane
• CAS No.: 939043-41-1
• Molecular Formula: C15H22N2O2
• Molecular Weight: 262.352
• Mol file: 939043-41-1.mol

Synonyms:3-AMino-6-Boc-6-azabenzocycloheptane;tert-Butyl 8-amino-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate;tert-Butyl ester 8-amino-1,3,4,5-tetrahydro-benzo[c]azepine-2-carboxylate

Chemical Property of 3-AMino-6-Boc-6-azabenzocycloheptane

Chemical Property:

• Boiling Point: 409.3±45.0 °C (760 mmHg)
• PSA: 55.56000
• Density: 1.118±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: 3.47120
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

3-Amino-6-Boc-6-azabenzocycloheptane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Amino-6-Boc-6-azabenzocycloheptane is used as a reagent in the preparation of benzylurea derivatives as Rho kinase inhibitors.

Technology Process of 3-AMino-6-Boc-6-azabenzocycloheptane

There total 5 articles about 3-AMino-6-Boc-6-azabenzocycloheptane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 26.0%

di-tert-butyl dicarbonate (24424-99-5) + 8-amino-2,3,4,5-tetrahydro-1H-benzo[c]azepin-1-one → tert-butyl 8-amino-1,3,4,5-tetrahydro-2H-benzo[c]azepine-2-carboxylate (939043-41-1)

Guidance literature:

8-amino-2,3,4,5-tetrahydro-1H-benzo[c]azepin-1-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 70 ℃; for 3h;

di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

1,1-dimethylethyl 8-nitro-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carboxylate (939043-40-0) → tert-butyl 8-amino-1,3,4,5-tetrahydro-2H-benzo[c]azepine-2-carboxylate (939043-41-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; for 1.75h;

Reference yield:

7-nitro-3,4-dihydro-2H-naphthalen-1-one (40353-34-2) → tert-butyl 8-amino-1,3,4,5-tetrahydro-2H-benzo[c]azepine-2-carboxylate (939043-41-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 4 h / 90 °C

2.1: thionyl chloride / 6 h / 50 °C

3.1: hydrogen; palladium on activated charcoal / methanol / 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 70 °C

4.2: 1 h / 20 °C

With lithium aluminium tetrahydride; thionyl chloride; palladium on activated charcoal; hydroxylamine hydrochloride; hydrogen; sodium acetate; In tetrahydrofuran; methanol; ethanol;

upstream raw materials:

1,1-dimethylethyl 8-nitro-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carboxylate

di-tert-butyl dicarbonate

7-nitro-3,4-dihydro-2H-naphthalen-1-one

(1E)-N-hydroxy-7-nitro-3,4-dihydronaphthalen-1(2H)-imine