Tert-butyl 2-hydroxyazepane-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-hydroxyazepane-1-carboxylate
• CAS No.: 178172-34-4
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• DSSTox Substance ID: DTXSID90441064
• Nikkaji Number: J3.025.711A
• Mol file: 178172-34-4.mol

Synonyms:Tert-butyl 2-hydroxyazepane-1-carboxylate;178172-34-4;1H-Azepine-1-carboxylic acid, hexahydro-2-hydroxy-, 1,1-dimethylethyl ester;DTXSID90441064;AKOS015962868;Tert-butyl2-hydroxyazepane-1-carboxylate;CS-0376866;EN300-134869;2-Hydroxyhexahydro-1H-azepine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 2-hydroxyazepane-1-carboxylate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

97% ^*data from raw suppliers

tert-butyl2-hydroxyazepane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCCC1O

Technology Process of Tert-butyl 2-hydroxyazepane-1-carboxylate

There total 8 articles about Tert-butyl 2-hydroxyazepane-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: 88.0%

tert-butyl 2-oxoazepane-1-carboxylate (106412-36-6) → tert-butyl 2-hydroxyazepane-1-carboxylate (178172-34-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/jo9903297

Reference yield:

tert-butyl 2-oxoazepane-1-carboxylate (106412-36-6) → tert-butyl 6-oxohexylcarbamate (80860-42-0) + tert-butyl 2-hydroxyazepane-1-carboxylate (178172-34-4)

Guidance literature:

With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.10.006

Reference yield:

N-tert-butoxycarbonyl-6-aminohexanoic acid methyl ester (128372-97-4) → tert-butyl 6-oxohexylcarbamate (80860-42-0) + tert-butyl 2-hydroxyazepane-1-carboxylate (178172-34-4)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h; Overall yield = 76 percent; Inert atmosphere;

DOI:10.1016/j.tet.2019.130883

upstream raw materials:

tert-butyl 2-oxoazepane-1-carboxylate

caprolactam

di-tert-butyl dicarbonate

6-aminohexanoic acid

Downstream raw materials:

tert-butyl 6-oxohexylcarbamate

2-trimethylsilanyloxy-azepane-1-carboxylic acid tert-butyl ester