4-tert-ButoxycarbonylaMinobut-2-enoic Acid Ethyl Ester

Base Information

• Chemical Name: 4-tert-ButoxycarbonylaMinobut-2-enoic Acid Ethyl Ester
• CAS No.: 510729-27-8
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.27300
• Mol file: 510729-27-8.mol

Synonyms:2-Butenoic acid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-,ethyl ester;ethyl 4-((tert-butoxycarbonyl)amino)but-2-enoate;4-tert-Butoxycarbonylaminobut-2-enoic Acid Ethyl Ester;

Chemical Property of 4-tert-ButoxycarbonylaMinobut-2-enoic Acid Ethyl Ester

Chemical Property:

• PSA: 68.12000
• LogP: 1.83480
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform, Ethyl Acetate

Purity/Quality:

4-tert-Butoxycarbonylaminobut-2-enoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-tert-Butoxycarbonylaminobut-2-enoic Acid Ethyl Ester is an intermediate in the synthesis of 3,4-disubstituted pyrroles from L-amino acids.

Technology Process of 4-tert-ButoxycarbonylaMinobut-2-enoic Acid Ethyl Ester

There total 4 articles about 4-tert-ButoxycarbonylaMinobut-2-enoic 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: 55.0%

N-tert-butoxycarbonylprop-2-en-1-amine (78888-18-3) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 4-((tert-butoxycarbonyl)amino)but-2-enoate (510729-27-8)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; at 75 ℃; for 24h; Inert atmosphere;

DOI:10.2174/157017809788681338

Reference yield: 31.2%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + N-(t-butoxycarbonyl)glycinal (89711-08-0) → ethyl 4-((tert-butoxycarbonyl)amino)but-2-enoate (510729-27-8)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

N-(t-butoxycarbonyl)glycinal; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1039/c8cc09558b

Reference yield: 24.0%

C11H19NO7S → ethyl 4-((tert-butoxycarbonyl)amino)but-2-enoate (510729-27-8)

Guidance literature:

With methyl Pyrrole-2-carboxylate; potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1055/s-0035-1560988

upstream raw materials:

N-tert-butoxycarbonylprop-2-en-1-amine

ethyl acrylate

ethyl (3R)-4-(tert-butyloxycarbonyl)amino-3-hydroxybutanoate

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

(E)-tert-butyl (4-hydroxybut-2-en-1-yl)carbamate

4-(tert-butoxycarbonylamino)-cis-2-buten-1-ol