(R_s)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile

Base Information

• Chemical Name: (R_s)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile
• CAS No.: 441718-04-3
• Molecular Formula: C₁₆H₁₉NO₆S
• Molecular Weight: 353.396
• Mol file: 441718-04-3.mol

Synonyms:(R_s)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile

Chemical Property of (R_s)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R_s)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile

There total 1 articles about (R_s)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile 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: 78.0%

(R)-(+)-cyanomethyl p-tolyl sulfoxide (63923-58-0) + Diethyl ketomalonate (609-09-6) → (Rs)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile (441718-04-3)

Guidance literature:

(R)-(+)-cyanomethyl p-tolyl sulfoxide; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

Diethyl ketomalonate; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/S0040-4020(02)00149-7

Reference yield: 66.0%

(Rs)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile (441718-04-3) → diethyl 2-[cyano(toluene-4-sulfinyl)methylene]propanedioate (380630-88-6)

Guidance literature:

With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1016/S0040-4020(02)00149-7

Reference yield:

(Rs)-(+)-3,3-diethoxycarbonyl-3-hydroxy-2-p-tolylsulfinylpropionitrile (441718-04-3) → (+/-)-3-cyano-4,4-diethoxycarbonyl-5-methoxy-2-cyclohexen-1-one

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / mesyl chloride; diisopropylethylamine / CH₂Cl₂ / 2 h / -78 °C

2: 61 percent / CH₂Cl₂ / 4.5 h / 0 °C

With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 2: Diels-Alder reaction;

DOI:10.1016/S0040-4020(02)00149-7

upstream raw materials:

(R)-(+)-cyanomethyl p-tolyl sulfoxide

Diethyl ketomalonate

Downstream raw materials:

diethyl 2-[cyano(toluene-4-sulfinyl)methylene]propanedioate