Tert-butyl 2-(dimethylaminomethylidene)-3-oxobutanoate

Base Information

• Chemical Name: Tert-butyl 2-(dimethylaminomethylidene)-3-oxobutanoate
• CAS No.: 93552-74-0
• Molecular Formula: C11H19 N O3
• Molecular Weight: 213.277
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID10395439
• Mol file: 93552-74-0.mol

Synonyms:tert-butyl 2-(dimethylaminomethylidene)-3-oxobutanoate;tert-butyl 2-acetyl-3-(dimethylamino)acrylate;93552-74-0;SCHEMBL5902455;DTXSID10395439;KJFFPNCTSYAOCU-UHFFFAOYSA-N;TERT-BUTYL2-ACETYL-3-(DIMETHYLAMINO)ACRYLATE;tert-butyl 2-((dimethylamino)methylene)-3-oxobutanoate;(Z)-tert-butyl 2-((dimethylamino)methylene)-3-oxobutanoate

Chemical Property of Tert-butyl 2-(dimethylaminomethylidene)-3-oxobutanoate

Chemical Property:

• PSA: 46.61000
• LogP: 1.36260
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 213.13649347
• Heavy Atom Count: 15
• Complexity: 285

Purity/Quality:

98%min ^*data from raw suppliers

TERT-BUTYL-2-ACETYL-3-(DIMETHYLAMINO)ACRYLATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(=CN(C)C)C(=O)OC(C)(C)C

Technology Process of Tert-butyl 2-(dimethylaminomethylidene)-3-oxobutanoate

There total 2 articles about Tert-butyl 2-(dimethylaminomethylidene)-3-oxobutanoate 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: 98.9%

tert-butyl acetoacetate (1694-31-1) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 2-((dimethylamino)methylene)-3-oxobutyric acid tert-butyl ester (93552-74-0)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 12h;

Reference yield:

ethyl acetoacetate (141-97-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 2-((dimethylamino)methylene)-3-oxobutyric acid tert-butyl ester (93552-74-0)

Guidance literature:

at 95 ℃; for 2h;

Reference yield: 99.99%

methyl 3-isopropyl-6-phenoxy-3,4-dihydroisoquinoline-7-carboxylate + 2-((dimethylamino)methylene)-3-oxobutyric acid tert-butyl ester (93552-74-0) → 3-tert-butyl 10-methyl 6-isopropyl-2-oxo-9-phenoxy-2,6,7,11b-tetrahydro-1H-pyrido[2,1-a]isoquinoline-3,10-dicarboxylate

Guidance literature:

In tert-butyl alcohol; at 100 ℃; for 144h; Inert atmosphere;

upstream raw materials:

tert-butyl acetoacetate

N,N-dimethyl-formamide dimethyl acetal

ethyl acetoacetate

Downstream raw materials:

tert-Butyl 4-oxo-6-phenyl-4H-pyran-3-carboxylate

tert-Butyl 4-oxo-6-(p-methoxyphenyl)-4H-pyran-3-carboxylate

4a-(tert-Butoxycarbonyl)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzopyran-4,7-dione

(R)-5-Methoxy-2-(4-methoxy-phenyl)-4,7-dioxo-6,7,8,8a-tetrahydro-4H,5H-chromene-4a-carboxylic acid tert-butyl ester