(Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester

Base Information

• Chemical Name: (Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester
• CAS No.: 262284-18-4
• Molecular Formula: C₃₄H₃₆O₄Se
• Molecular Weight: 587.617
• Mol file: 262284-18-4.mol

Synonyms:(Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester

Chemical Property of (Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester

There total 2 articles about (Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) 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: 83.0%

diphenyl diselenide (1666-13-3) + But-2-ynedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester (262284-17-3) → (Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester (262284-18-4)

Guidance literature:

With tributylphosphine; water; In acetonitrile; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(99)02119-X

Reference yield:

(1R,2S)-trans-2-phenylcyclohexanol (98919-68-7) → (Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester (262284-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Ti(OEt)4 / 1 h / 75 °C / 0.1 Torr

2: 83 percent / n-Bu₃P; H₂O / acetonitrile / 1 h / 0 °C

With titanium(IV) tetraethanolate; tributylphosphine; water; In acetonitrile; 1: Esterification / 2: Addition;

DOI:10.1016/S0040-4039(99)02119-X

Reference yield: 93.0%

methyllithium (917-54-4) + (Z)-2-Phenylselanyl-but-2-enedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester (262284-18-4) → (2R,3S)-2-Methyl-3-phenylselanyl-succinic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester

Guidance literature:

In diethyl ether; dichloromethane; at -78 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(99)02119-X

upstream raw materials:

diphenyl diselenide

But-2-ynedioic acid bis-((1R,2S)-2-phenyl-cyclohexyl) ester

(1R,2S)-trans-2-phenylcyclohexanol

Downstream raw materials:

(2S,3R,4S)-4-Methyl-5-oxo-3-phenylselanyl-2-tridecyl-tetrahydro-furan-3-carboxylic acid (1R,2S)-2-phenyl-cyclohexyl ester

(2S,3R,4R)-4-Methyl-5-oxo-2-tridecyl-tetrahydro-furan-3-carboxylic acid (1R,2S)-2-phenyl-cyclohexyl ester

(2S,3S,4R)-4-Methyl-5-oxo-2-tridecyl-tetrahydro-furan-3-carboxylic acid (1R,2S)-2-phenyl-cyclohexyl ester