2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid
• CAS No.: 214206-61-8
• Molecular Formula: C11H19 N O4
• Molecular Weight: 229.276
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID60443116
• Nikkaji Number: J2.855.317J
• Mol file: 214206-61-8.mol

Synonyms:214206-61-8;2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid;2-(TERT-BUTOXYCARBONYLAMINO)HEX-5-ENOIC ACID;2-[(2-methylpropan-2-yl)oxycarbonylamino]hex-5-enoic Acid;2-(Boc-amino)-5-hexenoic acid;2-{[(tert-butoxy)carbonyl]amino}hex-5-enoic acid;2-[(TERT-BUTOXYCARBONYL)AMINO]HEX-5-ENOIC ACID;(2r)-2-(boc-amino)-5-hexenoic acid;SCHEMBL1940630;AMY2516;DTXSID60443116;AKOS013637884;AB86817;WS-00796;CS-0449562;FT-0740920;2-(tert-Butoxycarbonylamino)-5-hexenoic acid;2-((tert-Butoxycarbonyl)amino)hex-5-enoicacid;D86478;EN300-253750;A815329;F2147-6649;Z1219746796

Chemical Property of 2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 369.15oC at 760 mmHg
• PKA: 3.96±0.10(Predicted)
• Flash Point: 177.056oC
• PSA: 75.63000
• Density: 1.079g/cm3
• LogP: 2.32140
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 268

Purity/Quality:

98.5% ^*data from raw suppliers

2-((tert-Butoxycarbonyl)amino)hex-5-enoicacid 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)NC(CCC=C)C(=O)O

Technology Process of 2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid

There total 10 articles about 2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid 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: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-amino-hex-5-enoic acid hydrochloride (1237001-51-2) → 2-tert-butoxycarbonylamino-hex-5-enoic acid (214206-61-8)

Guidance literature:

di-tert-butyl dicarbonate; 2-amino-hex-5-enoic acid hydrochloride; With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; at 20 ℃; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water;

DOI:10.1016/j.tet.2010.05.008

Reference yield: 72.0%

di-tert-butyl dicarbonate (24424-99-5) + D,L-2-amino-5-hexenoic acid (16258-05-2) → 2-tert-butoxycarbonylamino-hex-5-enoic acid (214206-61-8)

Guidance literature:

With sodium hydroxide; 1.) H₂O, 2.) H₂O, tert-BuOH, 18 h;

Reference yield:

(RS)-ethyl 2 N-(tert-butoxycarbonyl)-2-amino-5-hexenoate (756498-97-2) → 2-tert-butoxycarbonylamino-hex-5-enoic acid (214206-61-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/jm060325b

upstream raw materials:

di-tert-butyl dicarbonate

D,L-2-amino-5-hexenoic acid

(RS)-ethyl 2 N-(tert-butoxycarbonyl)-2-amino-5-hexenoate

ethyl 2-N-(diphenylmethyleneamino)hex-5-enoate

Downstream raw materials:

(+/-)-tert-butyl 2-[(tert-butoxycarbonyl)amino]-5-hexenoate

tert-butyl 1-(((S,Z)-3-(3-(methoxymethoxy)phenyl)-1-(tert-butyldimethylsilyl)allyloxy)carbonyl)pent-4-enylcarbamate

tert-butyl 1-(((Z)-3-(3-methoxyphenyl)-1-(tert-butyldimethylsi-lyl)allyloxy)-carbonyl)pent-4-enylcarbamate

Refernces

• 1、 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.
• 2、 -. "Beta-amino acid derivatives useful for the treatment of bacterial infections". . . Retrieved 2008/06/13.