methyl 3-[(4-methylphenyl)sulfinyl]acrylate

Base Information

• Chemical Name: methyl 3-[(4-methylphenyl)sulfinyl]acrylate
• CAS No.: 91874-30-5
• Molecular Formula: C11H12O3S
• Molecular Weight: 224.27600
• Mol file: 91874-30-5.mol

Synonyms:(E)-3-((R)-Toluene-4-sulfinyl)-acrylic acid methyl ester;E-(R)S-p-tolylsulfinyl-3 propenoate de methyle;

Chemical Property of methyl 3-[(4-methylphenyl)sulfinyl]acrylate

Chemical Property:

• PSA: 62.58000
• LogP: 2.65500

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 3-[(4-methylphenyl)sulfinyl]acrylate

There total 3 articles about methyl 3-[(4-methylphenyl)sulfinyl]acrylate 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: 54.0%

Methyl glyoxylate (922-68-9) + (+)-(R)-(dimethoxyphosphoryl)methyl p-tolyl sulfoxide (61187-71-1) → Z-(R)S-p-tolylsulfinyl-3 propenoate de methyle (91874-29-2) + methyl (E)-3-p-tolylsulfinylpropenoate (91874-29-2,91874-30-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -80 ℃;

DOI:10.1016/S0040-4039(01)81156-4

Reference yield: 41.0%

Methyl glyoxylate (922-68-9) + (SS)-(+)-diphenyl(p-tolylsulfinylmethyl)phosphane oxide → methyl (E)-(RS)-3-(p-tolylsulfinyl)prop-1-enoate (91874-30-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -70 - -20 ℃;

DOI:10.1002/1099-0690(200008)2000:15<2787::AID-EJOC2787>3.0.CO;2-Z

Reference yield:

Methyl glyoxylate (922-68-9) + (+)-(S)-dimethyl-p-tolylsulfinylmethanephosphonate (63268-43-9) → Z-(R)S-p-tolylsulfinyl-3 propenoate de methyle (91874-29-2) + methyl (E)-(RS)-3-(p-tolylsulfinyl)prop-1-enoate (91874-30-5)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) -78 deg C, THF/hexane, 75 min, 2.) -78 deg C, 1 h, room temp., 3 h;

upstream raw materials:

Methyl glyoxylate

(+)-(R)-(dimethoxyphosphoryl)methyl p-tolyl sulfoxide

(+)-(S)-dimethyl-p-tolylsulfinylmethanephosphonate

Downstream raw materials:

(+)-(R)_S-p-tolylsulfinyl-3 (1R,2S,3R,4S) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2

(+)-(R)_S-p-tolylsulfinyl-3 (1S,2S,3R,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2

(+)-(R)_S-p-tolylsulfinyl-3 (1R,2R,3S,4S) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2

(+)-(R)_S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2

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