4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)

Base Information

Chemical Name:4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)
CAS No.:321146-15-0
Molecular Formula:C₃₅H₄₀O₁₀
Molecular Weight:620.697
Hs Code.:

Synonyms:4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)

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Chemical Property of 4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)

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Technology Process of 4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)

There total 6 articles about 4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate) 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: 84.0%

: 321146-13-8
4,4'-Methylene-di[(1R,1'S,2S,2'R,6S,6'R)-6-acetoxy-2-chlorocyclohept-3-en-1-yl] bis(para-methoxybenzoate)

: 321146-15-0
4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)

Guidance literature:: 4,4'-Methylene-di[(1R,1'S,2S,2'R,6S,6'R)-6-acetoxy-2-chlorocyclohept-3-en-1-yl] bis(para-methoxybenzoate); With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 85 ℃; for 4h;

With potassium fluoride; In diethyl ether; at 20 ℃; for 4h; Further stages.;
DOI:10.1002/1521-3765(20001117)6:22<4091::AID-CHEM4091>3.0.CO;2-W

Reference yield:

: 1197-40-6
2,2'-difurylmethane

: 321146-15-0
4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N; CF₃CHOHCF₃ / 20 °C

1.2: 55 percent / NH₄Cl; Zn/Cu / methanol / 120 h / 20 °C

2.1: 98 percent / K-selectride / tetrahydrofuran / 15 h / -78 - 20 °C

3.1: 98 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

4.1: 96 percent / BCl₃ / CH₂Cl₂ / 4 h / -10 °C

5.1: 17.6 g / pyridine; DMAP / 15 h / 20 °C

6.1: Bu₃SnH; AIBN / toluene / 4 h / 85 °C

6.2: 84 percent / KF / diethyl ether / 4 h / 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); 1,1,1,3',3',3'-hexafluoro-propanol; tri-n-butyl-tin hydride; boron trichloride; potassium tri-sec-butyl-borohydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/1521-3765(20001117)6:22<4091::AID-CHEM4091>3.0.CO;2-W

Reference yield:

: 321146-05-8
meso-1,1'-methylenedi[(1R,1'S,5S,5'R)-3-oxo-8-oxabicyclo[3.2.1]oct-6-en-1-yl]

: 321146-15-0
4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / K-selectride / tetrahydrofuran / 15 h / -78 - 20 °C

2.1: 98 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

3.1: 96 percent / BCl₃ / CH₂Cl₂ / 4 h / -10 °C

4.1: 17.6 g / pyridine; DMAP / 15 h / 20 °C

5.1: Bu₃SnH; AIBN / toluene / 4 h / 85 °C

5.2: 84 percent / KF / diethyl ether / 4 h / 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; boron trichloride; potassium tri-sec-butyl-borohydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/1521-3765(20001117)6:22<4091::AID-CHEM4091>3.0.CO;2-W