(S)-tert-Butyl (2-oxoazepan-3-yl)carbamate

Base Information

• Chemical Name: (S)-tert-Butyl (2-oxoazepan-3-yl)carbamate
• CAS No.: 76944-95-1
• Molecular Formula: C11H20N2O3
• Molecular Weight: 228.291
• Hs Code.: 2933790090
• European Community (EC) Number: 672-400-9
• DSSTox Substance ID: DTXSID70427422
• Nikkaji Number: J2.524.742F
• Wikidata: Q72481970
• Mol file: 76944-95-1.mol

Synonyms:76944-95-1;(S)-tert-Butyl (2-oxoazepan-3-yl)carbamate;L-(-)-3-N-Boc-amino-2-azepanone;L(-)-N-alpha-Boc-amino-epsilon-caprolactam;tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate;(S)-tert-Butyl 2-oxoazepan-3-ylcarbamate;(s)-(2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester;l-(-)-n-alpha-boc-amino-epsilon-caprolactam;SCHEMBL2462379;DTXSID70427422;N-[(3S)-2-oxo-3-azepanyl]carbamic acid tert-butyl ester;AQKNKAUJTJFUMG-QMMMGPOBSA-N;l(-)-n-a-boc-amino-e-caprolactam;BDA94495;CS-D0283;MFCD00798169;AKOS015969581;AKOS015995286;AC-6561;AS-38489;tert-Butyl [(3S)-2-oxoazepan-3-yl]carbamate;EN300-6472349;A838913;((S)-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester;(s)-(2-oxo-azepan-3-yl)carbamic acid tert-butyl ester;tert-butyl N-[(3S)-2-oxidanylideneazepan-3-yl]carbamate;3-(s)-tert-butoxycarbonylamino-4,5,6,7-tetrahydroazepin-2-one;(3S)-3beta-(tert-Butoxycarbonylamino)hexahydro-1H-azepine-2-one

Chemical Property of (S)-tert-Butyl (2-oxoazepan-3-yl)carbamate

Chemical Property:

• Vapor Pressure: 3.47E-07mmHg at 25°C
• Refractive Index: 1.488
• Boiling Point: 417.7 °C at 760 mmHg
• PKA: 11.05±0.20(Predicted)
• Flash Point: 206.4 °C
• PSA: 67.43000
• Density: 1.09 g/cm³
• LogP: 1.89950
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.14739250
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

98%min ^*data from raw suppliers

(S)-tert-Butyl(2-oxoazepan-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCCCNC1=O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1CCCCNC1=O

Technology Process of (S)-tert-Butyl (2-oxoazepan-3-yl)carbamate

There total 9 articles about (S)-tert-Butyl (2-oxoazepan-3-yl)carbamate 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%

di-tert-butyl dicarbonate (24424-99-5) + 2-aminocaprolactam (21568-87-6) → tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate (76944-95-1)

Guidance literature:

aminosulfonic acid; at 25 - 28 ℃; for 0.05h;

DOI:10.1016/j.tetlet.2007.09.126

Reference yield: 90.0%

N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester (30189-36-7) → tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate (76944-95-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

Reference yield: 85.0%

Boc-Lys-OH (13734-28-6) → tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate (76944-95-1)

Guidance literature:

With sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/jm9901531

upstream raw materials:

N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester

di-tert-butyl dicarbonate

2-aminocaprolactam

Boc-Lys-OH

Downstream raw materials:

3-((S)-3-tert-Butoxycarbonylamino-2-oxo-azepan-1-yl)-propionic acid benzyl ester

(S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester

[1-(3-cyanobenzyl)-2-oxoazepan-3(S)-yl]carbamic acid tert-butyl ester

[2-oxo-1-(3-phenyl-propyl)-azepan-3-yl]-carbamic acid tert-butyl ester

Refernces

• 1、 Bai, Xiaoguang,Dedkova, Larisa M.,Hecht, Sidney M.,Zhang, Chao. "Protein synthesis with conformationally constrained cyclic dipeptides". supporting information. . Retrieved 2020/10/02.
• 2、 -. "COMPOSITIONS AND METHODS FOR TREATMENT OF INSULIN RESISTANCE". Paragraph 221. . Retrieved 2018/03/28.