2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester

Base Information

• Chemical Name: 2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester
• CAS No.: 213531-58-9
• Molecular Formula: C₃₂H₄₂O₆SSe
• Molecular Weight: 633.708
• Mol file: 213531-58-9.mol

Synonyms:2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester

Chemical Property of 2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester

There total 1 articles about 2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic 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:

(S)-2-bromo-1-cyclohexylidene-1-p-tolylsulfinyl ethane (152836-38-9) + 2-(3-Methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester → 2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester (213531-58-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1002/(SICI)1521-3773(19980817)37:15<2116::AID-ANIE2116>3.0.CO;2-L

Reference yield:

2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester (213531-58-9) → (S)-3-Cyclohexylidene-4-(1-methoxy-1-methyl-ethyl)-cyclopentane-1,1-dicarboxylic acid dimethyl ester (213531-63-6) + (R)-3-Cyclohexylidene-4-(1-methoxy-1-methyl-ethyl)-cyclopentane-1,1-dicarboxylic acid dimethyl ester

Guidance literature:

With triethyl borane; oxygen; tri-n-butyl-tin hydride; In toluene; at -40 ℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1002/(SICI)1521-3773(19980817)37:15<2116::AID-ANIE2116>3.0.CO;2-L

Reference yield:

2-[2-Cyclohexylidene-2-((S)-toluene-4-sulfinyl)-ethyl]-2-(3-methoxy-3-methyl-2-phenylselanyl-butyl)-malonic acid dimethyl ester (213531-58-9) → [(S)-3-Cyclohexylidene-1-hydroxymethyl-4-(1-methoxy-1-methyl-ethyl)-cyclopentyl]-methanol

Guidance literature:

Multi-step reaction with 2 steps

1: Bu₃SnH; triethylborane; O₂ / toluene / -40 °C

2: LiAlH₄ / diethyl ether

With lithium aluminium tetrahydride; triethyl borane; oxygen; tri-n-butyl-tin hydride; In diethyl ether; toluene; 1: Cyclization / 2: Reduction;

DOI:10.1021/ja992818u

upstream raw materials:

(S)-2-bromo-1-cyclohexylidene-1-p-tolylsulfinyl ethane

Downstream raw materials:

(S)-3-Cyclohexylidene-4-(1-methoxy-1-methyl-ethyl)-cyclopentane-1,1-dicarboxylic acid dimethyl ester