Ethyl 2-formyl-3-methylbutanoate

Base Information

• Chemical Name: Ethyl 2-formyl-3-methylbutanoate
• CAS No.: 21474-92-0
• Molecular Formula: C8H14O3
• Molecular Weight: 158.19500
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID90538766
• Mol file: 21474-92-0.mol

Synonyms:ethyl 2-formyl-3-methylbutanoate;21474-92-0;Butanoic acid, 2-formyl-3-methyl-, ethyl ester;SCHEMBL1515981;ethyl2-formyl-3-methylbutanoate;DTXSID90538766;XHTRNTBSWKGZOE-UHFFFAOYSA-N;alpha-Formylisovaleriansaureathylester;MFCD22548740;AKOS030239127;SY296122;2-Formyl-3-methyl-butyric acid ethyl ester;F86647

Chemical Property of Ethyl 2-formyl-3-methylbutanoate

Chemical Property:

• PSA: 43.37000
• LogP: 1.02060
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

Ethyl2-formyl-3-methylbutanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C=O)C(C)C

Technology Process of Ethyl 2-formyl-3-methylbutanoate

There total 7 articles about Ethyl 2-formyl-3-methylbutanoate 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 isovalerate (108-64-5) + formic acid ethyl ester (109-94-4) → 2-Formyl-3-methylbuttersaeure-ethylester (21474-92-0)

Guidance literature:

With sodium ethanolate;

DOI:10.1016/S0960-894X(03)00532-8

Reference yield:

2-hydroxymethyl-3-methyl-butyric acid ethyl ester (87884-39-7,98516-81-5) → 2-Formyl-3-methylbuttersaeure-ethylester (21474-92-0)

Guidance literature:

2-hydroxymethyl-3-methyl-butyric acid ethyl ester; With hydrogenchloride; tartaric acid; In dichloromethane; water; toluene; at 25 ℃; for 1.5h;

With ammonium chloride; In dichloromethane; water; toluene;

Reference yield:

Methyl formate (107-31-3) + Ethyl isovalerate (108-64-5) → 2-Formyl-3-methylbuttersaeure-ethylester (21474-92-0)

Guidance literature:

With titanium tetrachloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.0c09596

upstream raw materials:

ethyl 2-bromoisovalerate

orthoformic acid triethyl ester

(Z)-1-ethoxy-3-methyl-1-trimethylsiloxy-1-butene

N,N-dimethyl-formamide

Downstream raw materials:

4-isopropyl-3-(4-nitro-benzoyloxy)-pyrrole-2-carboxylic acid ethyl ester

2-(benzyloxyimino-methyl)-3-methyl-butyric acid ethyl ester

2-[1-((S)-1-Acetylamino-2-phenyl-ethylamino)-meth-(E)-ylidene]-3-methyl-butyric acid ethyl ester

2-[1-[(S)-1-((R)-1-Acetylamino-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylamino]-meth-(E)-ylidene]-3-methyl-butyric acid ethyl ester

Refernces

• 1、 Yang, Ji-Min,Guo, Feng-Kai,Zhao, Yu-Tao,Zhang, Qiao,Huang, Ming-Yao,Li, Mao-Lin,Zhu, Shou-Fei,Zhou, Qi-Lin. "Insertion of Alkylidene Carbenes into B-H Bonds". supporting information. p. 20924 - 20929. Retrieved 2020/12/23.
• 2、 Jolit, Anais,Vazquez-Rodriguez, Saleta,Yap, Glenn P. A.,Tius, Marcus A.. "Diastereospecific nazarov cyclization of fully substituted dienones: Generation of vicinal all-carbon-atom quaternary stereocenters". supporting information. p. 11102 - 11105. Retrieved 2013/10/22.