(1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

Base Information

• Chemical Name: (1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester
• CAS No.: 121944-09-0
• Molecular Formula: C₃₅H₅₄O₅
• Molecular Weight: 554.811
• Mol file: 121944-09-0.mol

Synonyms:(1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

Chemical Property of (1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

There total 2 articles about (1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-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: 91.0%

phenyl 3-tert-butylpropiolate (111436-86-3) + (1R,2R,1'S,2'R,5'S)-cyclohex-4-ene-1,2-dicarboxylic acid bis(2'-isopropyl-5'-methyl-cyclohexyl) ester (73627-88-0,109062-95-5,110416-37-0,122044-47-7) → (1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester (121944-09-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/0040-4039(88)85179-7

Reference yield:

(2E,1'S,2'R,5'S)-but-2-enedioic acid bis(2'-isopropyl-5'methyl-cyclohexyl) ester (86287-64-1) → (1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester (121944-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / diisobutylaluminium chloride / CH₂Cl₂; hexane

2: 91 percent / LDA / tetrahydrofuran / -78 °C

With diisobutylaluminum chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/0040-4039(88)85179-7

Reference yield: 80.0%

(1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester (121944-09-0) → (3aS,7aS)-3-tert-Butyl-1-oxo-4,7-dihydro-1H-indene-3a,7a-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester (121944-10-3)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -45 ℃; for 24h;

DOI:10.1016/0040-4039(88)85179-7

upstream raw materials:

phenyl 3-tert-butylpropiolate

(1R,2R,1'S,2'R,5'S)-cyclohex-4-ene-1,2-dicarboxylic acid bis(2'-isopropyl-5'-methyl-cyclohexyl) ester

(2E,1'S,2'R,5'S)-but-2-enedioic acid bis(2'-isopropyl-5'methyl-cyclohexyl) ester

Downstream raw materials:

(3aS,7aS)-3-tert-Butyl-1-oxo-4,7-dihydro-1H-indene-3a,7a-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

(3aS,4S,6aS)-5-tert-Butyl-4-(2,2-dimethoxy-ethyl)-2-methoxy-2,3,4,6a-tetrahydro-cyclopenta[b]furan-3a,4-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

(1R,3aS,7aS)-3-tert-Butyl-1-hydroxy-4,7-dihydro-1H-indene-3a,7a-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

(1S,3aS,7aS)-3-tert-Butyl-1-hydroxy-4,7-dihydro-1H-indene-3a,7a-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester