(Z)-3-Amino-4,4,4-trifluorocrotonic acid ethyl ester

Base Information

• Chemical Name: (Z)-3-Amino-4,4,4-trifluorocrotonic acid ethyl ester
• CAS No.: 141860-78-8
• Molecular Formula: C6H8 F3 N O2
• Molecular Weight: 183.13
• Mol file: 141860-78-8.mol

Synonyms:2-Butenoicacid, 3-amino-4,4,4-trifluoro-, ethyl ester, (Z)-

Chemical Property of (Z)-3-Amino-4,4,4-trifluorocrotonic acid ethyl ester

Chemical Property:

• PSA: 52.32000
• LogP: 1.65470

Purity/Quality:

99%min ^*data from raw suppliers

Ethyl3-amino-4,4,4-trifluorobut-2-enoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl-3-amino-4,4,4-trifluoro-2-butenoate is a starting material in the synthetic preparation of 6-(trifluoromethyl)cytosines and 6-(trifluoromethyl)uracils.

Technology Process of (Z)-3-Amino-4,4,4-trifluorocrotonic acid ethyl ester

There total 6 articles about (Z)-3-Amino-4,4,4-trifluorocrotonic acid ethyl ester 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: 98.0%

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → ethyl 3-amino-4,4,4-trifluorocrotonate (141860-78-8)

Guidance literature:

With ammonium acetate; In cyclohexane; isopropyl alcohol;

DOI:10.1055/s-2005-872165

Reference yield: 96.5%

ammonium acetate (631-61-8,92206-38-7) + ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → acetic acid (64-19-7,77671-22-8) + ethyl 3-amino-4,4,4-trifluoro-2-butenoate (372-29-2,141860-78-8)

Guidance literature:

at 90 ℃; for 3h; Concentration; Temperature; Large scale;

Reference yield: 63.2%

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → ethyl 3-amino-4,4,4-trifluoro-2-butenoate (372-29-2,141860-78-8)

Guidance literature:

With ammonia; In neat (no solvent); at 85 ℃; for 3h;

DOI:10.1021/acschemneuro.7b00282

upstream raw materials:

ethyl 4,4,4-trifluoroacetoacetate

ethyl trifluoroacetate,

ethyl acetate

ammonium acetate

Downstream raw materials:

3-Amino-4,4,4-trifluorbutyramid

2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazine-6-one

2-N-benzoylamino-3,3,3-trifluoropropene

Ethyl 3-benzoylamino-4,4,4-trifluorobut-2-enoate

Refernces

• 1、 Liu, Hao-Nan,Cao, Hao-Qiang,Cheung, Chi Wai,Ma, Jun-An. "Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis". supporting information. p. 1396 - 1401. Retrieved 2020/02/22.
• 2、 Kaplan, Alan P.,Keenan, Terence,Scott, Roderick,Zhou, Xianbo,Bourchouladze, Rusiko,McRiner, Andrew J.,Wilson, Mark E.,Romashko, Darlene,Miller, Regina,Bletsch, Matthew,Anderson, Gary,Stanley, Jennifer,Zhang, Adia,Lee, Dong,Nikpur, John. "Identification of 5-(1-Methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)thiophene-2-Carboxamides as Novel and Selective Monoamine Oxidase B Inhibitors Used to Improve Memory and Cognition". . p. 2746 - 2758. Retrieved 2017/12/26.