tert-Butyl azepane-1-carboxylate

Base Information

• Chemical Name: tert-Butyl azepane-1-carboxylate
• CAS No.: 123387-52-0
• Molecular Formula: C11H21NO2
• Molecular Weight: 199.29000
• European Community (EC) Number: 663-739-3
• DSSTox Substance ID: DTXSID40558277
• Nikkaji Number: J1.874.396E
• Wikidata: Q82440517
• Mol file: 123387-52-0.mol

Synonyms:123387-52-0;tert-Butyl azepane-1-carboxylate;1-(tert-Butoxycarbonyl)hexahydroazepine;1-Boc-azepane;MFCD18252672;Hexahydro-1H-azepine-1-carboxylic acid 1,1-dimethylethyl ester;1H-Azepine-1-carboxylic acid, hexahydro-, 1,1-dimethylethyl ester;N-Boc-hexamethyleneimine;boc-azepane;1-Boc-hexahydroazepine;SCHEMBL60470;tert-Butylazepane-1-carboxylate;N-Boc-hexamethyleneimine, 97%;DTXSID40558277;QZBSPLNCSRGMBA-UHFFFAOYSA-N;YEA38752;1-(t-Butoxycarbonyl)hexahydroazepine;AKOS013102136;-1(Tert-Butoxycarbonyl)Hexahydroazepine;BS-41615;SY123453;CS-0039161;W11827

Chemical Property of tert-Butyl azepane-1-carboxylate

Chemical Property:

• Refractive Index: n20/D 1.457
• Boiling Point: 110-115 °C(Press: 1.0 Torr)
• PKA: -1.28±0.20(Predicted)
• Flash Point: 105°C
• PSA: 29.54000
• Density: 0.967g/mLat 25℃
• LogP: 2.73540
• Storage Temp.: ?20°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.157228913
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

tert-ButylAzepane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 25-36-50
• Safety Statements: 26-45-61

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCCC1

Technology Process of tert-Butyl azepane-1-carboxylate

There total 4 articles about tert-Butyl azepane-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: 95.0%

hexamethylene imine (111-49-9) + di-tert-butyl dicarbonate (24424-99-5) → N-Boc-perhydroazepine (123387-52-0)

Guidance literature:

With [H₂-cryptand 222](Br₃)2; In acetonitrile; at 20 ℃; for 0.25h; chemoselective reaction;

DOI:10.1002/jccs.201190018

Reference yield: 70.0%

hexamethylene imine (111-49-9) + carbon monoxide (201230-82-2) + tert-butyl alcohol (75-65-0) → N-Boc-perhydroazepine (123387-52-0)

Guidance literature:

With gold(III) chloride; copper(l) iodide; at 20 ℃; for 24h; under 750.075 - 3000.3 Torr;

DOI:10.1002/cssc.202102400

Reference yield: 28.0%

(rac)-1-(tert-butoxycarbonyl)azepane-4-carboxylic acid (868284-36-0) → N-Boc-perhydroazepine (123387-52-0)

Guidance literature:

With 2,4,6-trimethyl-pyridine; ammonium peroxydisulfate; In dimethylsulfoxide-d6; at 40 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04079

upstream raw materials:

hexamethylene imine

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl) azide

carbon monoxide

Downstream raw materials:

tert-butyl 2-formyl-1-azepanecarboxylate

(2S)-1-(tert-butoxycarbonyl)-2-azepanecarboxylic acid

(R)-1-(tert-butoxycarbonyl)-azepane-2-carboxylic acid

tert-butyl 2-[hydroxy(phenyl)methyl]-1-azepanecarboxylate