dimethyl (S)-2-(1-phenylallyl)malonate

Base Information

• Chemical Name: dimethyl (S)-2-(1-phenylallyl)malonate
• CAS No.: 129047-20-7
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.279
• Mol file: 129047-20-7.mol

Synonyms:

Chemical Property of dimethyl (S)-2-(1-phenylallyl)malonate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl (S)-2-(1-phenylallyl)malonate

There total 51 articles about dimethyl (S)-2-(1-phenylallyl)malonate 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: 94.0%

1-phenyl-2-propenyl acetate (7217-71-2) + malonic acid dimethyl ester (108-59-8) → dimethyl (S)-2-(1-phenylallyl)malonate (87802-78-6,129047-20-7,129101-14-0)

Guidance literature:

With (S,R)-axial-phox; caesium carbonate; (2,2,6,6-tetramethyl-3,5-heptanedionate)Rh(ethylene)2; In toluene; at 40 ℃; for 12h;

DOI:10.1021/ol0343562

Reference yield: 94.0%

cinnamyl acetate (103-54-8) + malonic acid dimethyl ester (108-59-8) → dimethyl (S)-2-(1-phenylallyl)malonate (87802-78-6,129047-20-7,129101-14-0)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃;

cinnamyl acetate; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₂₃H₁₆NO₄P; lithium chloride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.200800333

Reference yield: 90.0%

(E)-methyl cinnamyl carbonate (87802-71-9,85217-69-2) + malonic acid dimethyl ester (108-59-8) → dimethyl (S)-2-(1-phenylallyl)malonate (87802-78-6,129047-20-7,129101-14-0)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran;

(E)-methyl cinnamyl carbonate; With N,O-bis-(trimethylsilyl)-acetamide; hexacarbonyl molybdenum; (R,R)-1,2-diaminocyclohexane-based bis(pyridylamide); In tetrahydrofuran; at 160 ℃; for 0.1h; microwave irradiation;

DOI:10.1021/ol034605m

upstream raw materials:

dimethyl malonate sodium salt

(E)-cinnamyl diethyl phosphate

(E)-methyl cinnamyl carbonate

methyl 1-phenylprop-2-enyl carbonate

Downstream raw materials:

C₁₇H₁₈O₄

(S)-2-(1-phenylallyl)malonic acid

(2R)-(2-phenylbut-3-enyl)carbamic acid tert-butylester

(2R)-N-(3-(1,5-dioxaspiro[5.5]undecan-7-yl)propyl)-2-phenylbut-3-en-1-amine