5-(N-Boc-amino)pentanophenone

Base Information

• Chemical Name: 5-(N-Boc-amino)pentanophenone
• CAS No.: 116437-42-4
• Molecular Formula: C16H23 N O3
• Molecular Weight: 277.364
• Hs Code.: 2924299090
• European Community (EC) Number: 675-146-7
• DSSTox Substance ID: DTXSID20558199
• Nikkaji Number: J1.976.785J
• Wikidata: Q82440403
• Mol file: 116437-42-4.mol

Synonyms:116437-42-4;5-(N-Boc-amino)pentanophenone;TERT-BUTYL N-(5-OXO-5-PHENYLPENTYL)CARBAMATE;(5-Oxo-5-phenyl-pentyl)-carbamic acid tert-butyl ester;tert-Butyl (5-oxo-5-phenylpentyl)carbamate;5-(boc-amino)-1-phenyl-pentan-1-one;MFCD08060131;tert-butyl 5-oxo-5-phenylpentylcarbamate;5-(n-boc-amino)valerophenone;SCHEMBL10322699;DTXSID20558199;DJDVCMJMJKSDTB-UHFFFAOYSA-N;AKOS015899637;tert-Butyl(5-oxo-5-phenylpentyl)carbamate;CS-0362996;(5-oxo-5-phenyl-pentyl)-carbamic acid tert-butyl;J-003438;tert-butyl?4-(4-bromophenyl)piperazine-1-carboxylate

Chemical Property of 5-(N-Boc-amino)pentanophenone

Chemical Property:

• Vapor Pressure: 2.58E-07mmHg at 25°C
• Refractive Index: 1.504
• Boiling Point: 421.6°Cat760mmHg
• Flash Point: 208.8°C
• PSA: 55.40000
• Density: 1.045g/cm³
• LogP: 3.95520
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 277.16779360
• Heavy Atom Count: 20
• Complexity: 314

Purity/Quality:

98% ^*data from raw suppliers

5-(Boc-amino)-1-phenyl-pentan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCC(=O)C1=CC=CC=C1

Technology Process of 5-(N-Boc-amino)pentanophenone

There total 7 articles about 5-(N-Boc-amino)pentanophenone 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: 93.0%

bromobenzene (108-86-1,52753-63-6) + 2-oxopiperidine-1-carboxylic acid tert-butyl ester (85908-96-9) → (5-oxo-5-phenyl-pentyl)-carbamic acid tert-butyl ester (116437-42-4)

Guidance literature:

bromobenzene; With iodine; magnesium; In tetrahydrofuran; Reflux;

2-oxopiperidine-1-carboxylic acid tert-butyl ester; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acs.orglett.7b01828

Reference yield: 85.0%

2-oxopiperidine-1-carboxylic acid tert-butyl ester (85908-96-9) + phenylmagnesium bromide (100-58-3) → (5-oxo-5-phenyl-pentyl)-carbamic acid tert-butyl ester (116437-42-4)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 14h; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0037-1611533

Reference yield: 43.0%

2-oxopiperidine-1-carboxylic acid tert-butyl ester (85908-96-9) + phenylmagnesium bromide → (5-oxo-5-phenyl-pentyl)-carbamic acid tert-butyl ester (116437-42-4)

Guidance literature:

In tetrahydrofuran; at -70 - 20 ℃;

DOI:10.1021/ol035746r

upstream raw materials:

bromobenzene

2-oxopiperidine-1-carboxylic acid tert-butyl ester

phenylmagnesium bromide

piperidin-2-one

Downstream raw materials:

(R)-(+)-6-phenylpiperidine

R-trifluoroacetamide

(2S)-2-phenyl-1-(trifluoroacetyl)piperidine

tert-butyl 5-(4-chloro-3-(2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-5-phenylpentylcarbamate

Refernces

• 1、 Chang, Mingxin,Guo, Haodong,Huang, Haizhou,Zhang, Tao,Zhao, Wenlei,Zhou, Huan. "Enantioselective Synthesis of 2-Substituted Pyrrolidines via Intramolecular Reductive Amination". . p. 2713 - 2719. Retrieved 2019/06/19.
• 2、 Zhang, Ying,Yan, Qiaozhi,Zi, Guofu,Hou, Guohua. "Enantioselective Direct Synthesis of Free Cyclic Amines via Intramolecular Reductive Amination". supporting information. p. 4215 - 4218. Retrieved 2017/08/23.