(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

Base Information

• Chemical Name: (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
• CAS No.: 121944-13-6
• Molecular Formula: C₃₈H₆₄O₈
• Molecular Weight: 648.921
• Mol file: 121944-13-6.mol

Synonyms:

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 5 articles about (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 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:

(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,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 (121944-13-6,121944-14-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / potassium hexamethyldisilazide / tetrahydrofuran / 24 h / -45 °C

2: 30 percent / Na / toluene; propan-2-ol

3: 1.) O₃, NaHCO₃, Me₂S; 2.) tosic acid / 1.) -78 deg C, CH₂Cl₂/MeOH; 2.) MeOH, 60 deg C, 8 h

With dimethylsulfide; sodium; potassium hexamethylsilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; isopropyl alcohol; toluene;

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) → (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 (121944-13-6,121944-14-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / diisobutylaluminium chloride / CH₂Cl₂; hexane

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

3: 80 percent / potassium hexamethyldisilazide / tetrahydrofuran / 24 h / -45 °C

4: 30 percent / Na / toluene; propan-2-ol

5: 1.) O₃, NaHCO₃, Me₂S; 2.) tosic acid / 1.) -78 deg C, CH₂Cl₂/MeOH; 2.) MeOH, 60 deg C, 8 h

With dimethylsulfide; sodium; diisobutylaluminum chloride; potassium hexamethylsilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; isopropyl alcohol; toluene;

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

Reference yield:

phenyl 3-tert-butylpropiolate (111436-86-3) → (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 (121944-13-6,121944-14-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / LDA / tetrahydrofuran / -78 °C

2: 80 percent / potassium hexamethyldisilazide / tetrahydrofuran / 24 h / -45 °C

3: 30 percent / Na / toluene; propan-2-ol

4: 1.) O₃, NaHCO₃, Me₂S; 2.) tosic acid / 1.) -78 deg C, CH₂Cl₂/MeOH; 2.) MeOH, 60 deg C, 8 h

With dimethylsulfide; sodium; potassium hexamethylsilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In tetrahydrofuran; isopropyl alcohol; toluene;

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

upstream raw materials:

(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

trimethyl orthoformate

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

phenyl 3-tert-butylpropiolate