Benzyl 4-oxoazepane-1-carboxylate

Base Information

• Chemical Name: Benzyl 4-oxoazepane-1-carboxylate
• CAS No.: 83621-33-4
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• Hs Code.: 2933990090
• European Community (EC) Number: 689-877-4
• DSSTox Substance ID: DTXSID60363769
• Nikkaji Number: J2.834.463E
• Wikidata: Q72516205
• Mol file: 83621-33-4.mol

Synonyms:Benzyl 4-oxoazepane-1-carboxylate;83621-33-4;N-Cbz-azepan-4-one;N-Cbz-hexahydro-1H-azepin-4-one;4-OXO-AZEPANE-1-CARBOXYLIC ACID BENZYL ESTER;Azepan-4-one, N-CBZ protected;MFCD03788442;N-CBZ-PERHYDROAZEPIN-4-ONE;N-CBZ-4-OXOAZEPANE;SCHEMBL467515;DTXSID60363769;SC1561;AKOS015855350;CS-W006808;FS-3087;PB26079;AC-26469;BENZYL 4-OXO-1-AZEPANECARBOXYLATE;SY034526;1-CBZ-HEXAHYDRO-4-OXO-1H-AZEPINE;AM20050592;FT-0685716;Benzyl 4-oxoazepane-1-carboxylate, AldrichCPR;EN300-102741;1-(Benzyloxycarbonyl)hexahydro-1H-azepine-4-one;J-519813

Chemical Property of Benzyl 4-oxoazepane-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 398.18 °C at 760 mmHg
• PKA: -1.55±0.20(Predicted)
• Flash Point: 194.612 °C
• PSA: 46.61000
• Density: 1.177 g/cm³
• LogP: 2.31610
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 297

Purity/Quality:

99% ^*data from raw suppliers

Benzyl 4-oxoazepane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 52

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CCN(C1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 4-oxoazepane-1-carboxylate

There total 7 articles about Benzyl 4-oxoazepane-1-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: 73.0%

1-benzyl 4-ethyl 5-oxoazepane-1,4-dicarboxylate (31696-09-0) → benzyl 4-oxoazepane-1-carboxylate (83621-33-4)

Guidance literature:

With potassium hydroxide; water; In ethanol; for 2.5h; Heating / reflux;

Reference yield: 72.0%

azepan-4-one hydrochloride (50492-22-3) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 4-oxoazepane-1-carboxylate (83621-33-4)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2018.10.053

Reference yield: 70.0%

1-aza-5-oxocycloheptane (105416-56-6) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 4-oxoazepane-1-carboxylate (83621-33-4)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; at 20 ℃;

upstream raw materials:

1-benzyl 4-ethyl 5-oxoazepane-1,4-dicarboxylate

1-aza-5-oxocycloheptane

benzyl chloroformate

benzyl 4-oxo-1-piperidinecarboxylate

Downstream raw materials:

(R)-benzyl 4-hydroxyazepane-1-carboxylate

benzyl 4-[3,4-dihydro-1(2H)-quinolinylimino]-1-azepanecarboxylate

benzyl 4-oxoazocane-1-carboxylate

1-Benzyloxycarbonyl-5-oxoperhydroazocine

Refernces

• 1、 Clement, Helen A.,Hall, Dennis G.. "Synthesis of α-hydroxyalkyl dehydroazepanes via catalytic enantioselective borylative migration of an enol nonaflate". supporting information. p. 4334 - 4339. Retrieved 2018/11/10.
• 2、 -. "AZEPANE DERIVATIVES AND METHODS OF TREATING HEPATITIS B INFECTIONS". Paragraph 0331; 0332. . Retrieved 2015/09/22.