BOC-DL-CYCLOBUTYLALANINE

Base Information

• Chemical Name: BOC-DL-CYCLOBUTYLALANINE
• CAS No.: 565456-75-9
• Molecular Formula: C12H21NO4
• Molecular Weight: 243.303
• Hs Code.: 2924299090
• Mol file: 565456-75-9.mol

Synonyms:(S)-2-(TERT-BUTOXYCARBONYLAMINO)-3-CYCLOBUTYLPROPANOIC ACID;BOC-DL-CYCLOBUTYLALANINE;2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoic acid;(R)-2-(TERT-BUTOXYCARBONYLAMINO)-3-CYCLOBUTYLPROPANOIC ACID;BOC-3-CYCLOBUTYL-DL-ALANINE;Boc-3-Cyclobutylalanine;CYC133;

Chemical Property of BOC-DL-CYCLOBUTYLALANINE

Chemical Property:

• PSA: 79.12000
• LogP: 2.35890
• Storage Temp.: 2-8°C

Purity/Quality:

99%+, ^*data from raw suppliers

Boc-DL-cyclobutylalanine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-DL-CYCLOBUTYLALANINE

There total 7 articles about BOC-DL-CYCLOBUTYLALANINE 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:

ethyl 2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoate (816430-02-1) → 2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoic acid (565456-75-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1021/jm060325b

Reference yield:

ethyl 2-amino-3-cyclobutylpropanoate (394735-17-2) + di-tert-butyl dicarbonate (24424-99-5) → 2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoic acid (565456-75-9)

Guidance literature:

ethyl 2-amino-3-cyclobutylpropanoate; di-tert-butyl dicarbonate; In dichloromethane; at 0 - 20 ℃; for 12h;

With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 3h;

With hydrogenchloride; In water; pH=1 - 2;

Reference yield:

C14H25NO4*ClH → 2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoic acid (565456-75-9)

Guidance literature:

C₁₄H₂₅NO₄*ClH; With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 3h;

With hydrogenchloride; In water; pH=~ 1 - 2;

upstream raw materials:

ethyl 2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoate

ethyl 2-amino-3-cyclobutylpropanoate

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

(Bromomethyl)cyclobutane

Downstream raw materials:

{(S)-2-[(1R,2S,5S)-2-(2-Carbamoyl-1-cyclobutylmethyl-2-hydroxy-ethylcarbamoyl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hex-3-yl]-1-cyclohexyl-2-oxo-ethyl}-carbamic acid tert-butyl ester

(1R,2S,5S)-N-(4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-yl)-3-((S)-2-(3-(tert-butyl)ureido)-3,3-dimethylbutanoyl)-6,6-dimethyl-3-azabicylo[3.1.0]-hexane-2-carboxamide

3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride

tert-butyl 4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-ylcarbamate

Refernces

• 1、 -. "Pharmaceutical formulations and methods of treatment using the same". Page/Page column 450. . Retrieved 2010/11/25.
• 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.