Ethyl 2-amino-3-cyclobutylpropanoate

Base Information

• Chemical Name: Ethyl 2-amino-3-cyclobutylpropanoate
• CAS No.: 394735-17-2
• Molecular Formula: C9H17NO2
• Molecular Weight: 171.239
• Hs Code.: 2922499990
• Mol file: 394735-17-2.mol

Synonyms:Ethyl 2-amino-3-cyclobutylpropanoate;Ethyl 3-cyclobutylalaninate;

Chemical Property of Ethyl 2-amino-3-cyclobutylpropanoate

Chemical Property:

• Vapor Pressure: 0.0761mmHg at 25°C
• Refractive Index: 1.478
• Boiling Point: 227.8 °C at 760 mmHg
• Flash Point: 95 °C
• PSA: 52.32000
• Density: 1.034 g/cm³
• LogP: 1.76730
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl2-amino-3-cyclobutylpropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 2-amino-3-cyclobutylpropanoate

There total 4 articles about Ethyl 2-amino-3-cyclobutylpropanoate 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: 85.0%

(Bromomethyl)cyclobutane (17247-58-4) + ethyl N-diphenylmethylene glycine (69555-14-2) → ethyl 2-amino-3-cyclobutylpropanoate (394735-17-2)

Guidance literature:

(Bromomethyl)cyclobutane; ethyl N-diphenylmethylene glycine; With potassium tert-butylate; In tetrahydrofuran; at 50 - 60 ℃; for 6.25h;

With hydrogenchloride; In water; at 10 - 20 ℃; for 7h; pH=12; Reagent/catalyst; Solvent; Temperature;

DOI:10.2174/1570178613666160628090059

Reference yield:

(Bromomethyl)cyclobutane (17247-58-4) → ethyl 2-amino-3-cyclobutylpropanoate (394735-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuOK / tetrahydrofuran / 1 h / 0 °C

1.2: tetrahydrofuran / 48 h / 20 °C

2.1: 18 g / aq. HCl / diethyl ether / 5 h / 20 °C

With hydrogenchloride; potassium tert-butylate; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jm060325b

Reference yield:

2-(benzhydrylidene-amino)-3-cyclobutyl-propionic acid ethyl ester (1025799-39-6) → ethyl 2-amino-3-cyclobutylpropanoate (394735-17-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃; for 5h;

DOI:10.1021/jm060325b

upstream raw materials:

2-(benzhydrylidene-amino)-3-cyclobutyl-propionic acid ethyl ester

(Bromomethyl)cyclobutane

ethyl N-diphenylmethylene glycine

Downstream raw materials:

benzyl 4-chloro-1-cyclobutyl-3-oxobutan-2-yl carbamate

benzyl 4,4-dichloro-1-cyclobutyl-3-oxobutan-2-yl carbamate

ethyl 2-(benzyloxycarbonylamino)-3-cyclobutyl propanoate

C₉H₁₇NO₂*ClH

Refernces

• 1、 -. "PROCESS FOR PREPARATION OF BOCEPREVIR AND INTERMEDIATES THEREOF". Page/Page column 9; 27; 35. . Retrieved 2014/05/07.
• 2、 Venkatraman, Srikanth,Bogen, Stéphane L.,Arasappan, Ashok,Bennett, Frank,Chen, Kevin,Jao, Edwin,Liu, Yi-Tsung,Lovey, Raymond,Hendrata, Siska,Huang, Yuhua,Pan, Weidong,Parekh, Tejal,Pinto, Patrick,Popov, Veljko,Pike, Russel,Ruan, Sumei,Santhanam, Bama,Vibulbhan, Bancha,Wu, Wanli,Yang, Weiying,Kong, Jianshe,Liang, Xiang,Wong, Jesse,Liu, Rong,Butkiewicz, Nancy,Chase, Robert,Hart, Andrea,Agrawal, Sony,Ingravallo, Paul,Pichardo, John,Kong, Rong,Baroudy, Bahige,Malcolm, Bruce,Guo, Zhuyan,Prongay, Andrew,Madison, Vincent,Broske, Lisa,Cui, Xiaoming,Cheng, Kuo-Chi,Hsieh, Yunsheng,Brisson, Jean-Marc,Prelusky, Danial,Korfmacher, Walter,White, Ronald,Bogdanowich-Knipp, Susan,Pavlovsky, Anastasia,Bradley, Prudence,Saksena, Anil K.,Ganguly, Ashit,Piwinski, John,Girijavallabhan, Viyyoor,Njoroge, F. George. "Discovery of (1R,5S)-N-[3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]-3- [2(S)-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]-6, 6-dimethyl-3-azabicyclo[3.1.0]hexan-2(S)-carboxamide (SCH 503034), a selective, potent, orally bioavailable hepatitis C virus NS3 protease inhibitor: A potential therapeutic agent for the treatment of hepatitis C infection". . p. 6074 - 6086. Retrieved 2007/10/03.