Tert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylate

Base Information

• Chemical Name: Tert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylate
• CAS No.: 118454-24-3
• Molecular Formula: C15H22N2O2
• Molecular Weight: 262.352
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90464819
• Wikidata: Q82290326
• Mol file: 118454-24-3.mol

Synonyms:118454-24-3;TERT-BUTYL 7-AMINO-4,5-DIHYDRO-1H-BENZO[D]AZEPINE-3(2H)-CARBOXYLATE;tert-butyl 7-amino-2,3,4,5-tetrahydro-1H-3-benzazepine-3-carboxylate;tert-butyl 7-amino-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylate;MFCD11046302;SCHEMBL2306894;DTXSID90464819;1,1-Dimethylethyl 7-amino-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate;AKOS022171664;PB14865;3H-3-BENZAZEPINE-3-CARBOXYLIC ACID, 7-AMINO-1,2,4,5-TETRAHYDRO-, 1,1-DIMETHYLETHYL ESTER;SY098809;CS-0006446;EN300-726553;P11030;A893164;3-Boc-7-amino-2,3,4,5-tetrahydro-1H-3-benzazepine;3-Boc-7-amino-2,3,4,5-tetrahydro-1H-benzo[d]azepine;7-Amino-3-t-butyloxycarbonyl-2,3,4,5tetrahydro-1H-benzo[d]azepine;7-amino-1,2,4,5-tetrahydro-3-benzazepin-3-carboxylic acid tert-butyl ester;7-Amino-3-tertiary-butoxycarbonyl-1,2,4,5-tetrahydro-3H-3-benzazepine;tert-Butyl 7-amino-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate;TERT-BUTYL 7-AMINO-1,2,4,5-TETRAHYDROBENZO[D]AZEPINE-3-CARBOXYLATE;TERT-BUTYL7-AMINO-4,5-DIHYDRO-1H-BENZO[D]AZEPINE-3(2H)-CARBOXYLATE;3H-3-Benzazepine-3-carboxylic acid,7-amino-1,2,4,5-tetrahydro-,1,1-dimethylethyl ester;7-Amino-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylate

Chemical Property:

• Melting Point: 100 - 102°C
• Boiling Point: 409.3±45.0 °C(Predicted)
• PKA: 5.04±0.20(Predicted)
• PSA: 55.56000
• Density: 1.118±0.06 g/cm3(Predicted)
• LogP: 3.12360
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 262.168127949
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl7-Amino-4,5-dihydro-1H-benzo[d]azepine-3(2H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2=C(CC1)C=C(C=C2)N

Technology Process of Tert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylate

There total 12 articles about Tert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylate 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: 100.0%

7-nitro-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (118454-23-2) → 7-amino-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (118454-24-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 20 ℃; for 2h; under 2585.81 Torr;

DOI:10.1016/j.bmcl.2008.08.010

Reference yield:

7-nitro-2,3,4,5-tetrahydro-1H-benzo[d]azepiney (34583-83-0) → 7-amino-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (118454-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane

2: hydrogen; palladium on activated charcoal / methanol

With dmap; palladium on activated charcoal; hydrogen; triethylamine; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2012.11.023

Reference yield:

7-nitro-2,3,4,5-tetrahydro-1H-3-benzazepine monohydrochloride + 7-nitro-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (118454-23-2) + di-tert-butyl dicarbonate (24424-99-5) → 7-amino-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (118454-24-3)

Guidance literature:

sodium hydroxide;

upstream raw materials:

7-nitro-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

2,3,4,5-tetrahydro-1H-3-benzazepine

1-(1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-ethanone

Downstream raw materials:

7-[4-(5-methyl-thiophen-2-yl)-benzenesulfonylamino]-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester

7-[5-(4-chloro-phenyl)-thiophene-2-sulfonylamino]-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester

7-(4'-cyano-biphenyl-4-sulfonylamino)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester

7-(4'-chloro-2-methyl-biphenyl-4-sulfonylamino)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester