Isobutylidenemalonic acid dimethyl ester

Base Information

• Chemical Name: Isobutylidenemalonic acid dimethyl ester
• CAS No.: 36825-11-3
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Mol file: 36825-11-3.mol

Synonyms:Dimethyl (2-methylpropylidene)malonate;Dimethyl 2-(2-methylpropylidene)malonate;dimethyl isobutylidenenemalonate;Propanedioic acid,(2-methylpropylidene)-,dimethyl ester;methyl 4,4-dimethyl-2-(methoxycarbonyl)-2-pentenoate;2-isobutylidene malonic acid dimethyl ester;

Chemical Property of Isobutylidenemalonic acid dimethyl ester

Chemical Property:

• PSA: 52.60000
• LogP: 0.91480

Purity/Quality:

2-ISOBUTYLENEMALONIC ACID DIMETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isobutylidenemalonic acid dimethyl ester

There total 1 articles about Isobutylidenemalonic acid dimethyl 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: 86.0%

dimethyl diazomalonate (6773-29-1) + isobutyraldehyde (78-84-2) → 2-isobutylidene malonic acid dimethyl ester (36825-11-3)

Guidance literature:

With tributylstibine; copper(l) iodide; In benzene; at 70 ℃; for 4h;

DOI:10.1016/S0040-4039(00)97988-7

Reference yield: 88.0%

2-isobutylidene malonic acid dimethyl ester (36825-11-3) + methyl N-(diphenylmethylene)glycinate (81167-39-7) → C25H29NO6 (1259433-65-2)

Guidance literature:

With (2-(bis(3,5-bis(trifluoromethyl)phenyl)phosphino)-3-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)cyclopenta-2,4-dien-1-yl)(cyclopenta-2,4-dien-1-yl)iron; potassium tert-butylate; copper(II) bis(trifluoromethanesulfonate); isopropyl alcohol; In tetrahydrofuran; at 0 ℃; for 8h; optical yield given as %ee; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1002/cjoc.201090297

Reference yield: 88.0%

2-isobutylidene malonic acid dimethyl ester (36825-11-3) + 2-lithio-2-phenylsulfonyl propane → 2-(2-Benzenesulfonyl-1-isopropyl-2-methyl-propyl)-malonic acid dimethyl ester (103635-93-4)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)95141-4

upstream raw materials:

dimethyl diazomalonate

isobutyraldehyde

Downstream raw materials:

2-(1-Cyclohexyl-2-methylpropyl)-propandisaeure-dimethylester

2-(2-Benzenesulfonyl-1-isopropyl-2-methyl-propyl)-malonic acid dimethyl ester

dimethyl 2-isopropylcyclopropane-1,1-dicarboxylate

Isobutylmalonsaeure-dimethylester

Refernces

• 1、 Liao,Huang. "A novel olefination of diazo-compounds with carbonyl compounds mediated by tributylstibine and catalytic amount of Cu(I)I". . p. 5897 - 5900. Retrieved 2007/10/02.