4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)

Base Information

Chemical Name:4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)
CAS No.:883554-45-8
Molecular Formula:C₃₅H₃₈Cl₂O₁₀
Molecular Weight:689.587
Hs Code.:

Synonyms:4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)

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Chemical Property of 4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)

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Technology Process of 4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)

There total 1 articles about 4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-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: 87.0%

: Acetic acid (1S,3R,5S)-1-((1R,3S,5R)-3-acetoxy-5-methyl-8-oxa-bicyclo[3.2.1]oct-6-en-1-ylmethyl)-5-methyl-8-oxa-bicyclo[3.2.1]oct-6-en-3-yl ester

: 100-07-2
4-methoxy-benzoyl chloride

: 883554-45-8
4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)

Guidance literature:: Acetic acid (1S,3R,5S)-1-((1R,3S,5R)-3-acetoxy-5-methyl-8-oxa-bicyclo[3.2.1]oct-6-en-1-ylmethyl)-5-methyl-8-oxa-bicyclo[3.2.1]oct-6-en-3-yl ester; With boron trichloride; In dichloromethane; at 0 ℃; for 0.5h;

4-methoxy-benzoyl chloride; With dmap; In pyridine; at 0 - 25 ℃; for 12.5h;
DOI:10.1002/ejoc.200500670

Reference yield: 75.0%

: 883554-45-8
4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)

: 883554-46-9
4,4'-methylenebis[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl]bis(4-methoxybenzoate)

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 8h;
DOI:10.1002/ejoc.200500670

Reference yield:

: 883554-45-8
4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)

: 883554-49-2
(1S,6R)-6-hydroxy-4-[{(1R,2S,4S,6R)-1,2,6-trihydroxy-4-[(4-methoxybenzoyl)oxy]cyclohept-1-yl}methyl]cyclohept-3-en-1-yl 4-methoxybenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / Bu₃SnH; AIBN / toluene / 8 h / 80 °C

2.1: 90 percent / Me₂SO₂NH₂; K₂CO₃; (DHQ)2PHAL / K₂OsO₂(OH)4; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O; acetonitrile / 24 h / 0 °C

3.1: Mg(OMe)2 / methanol / 7 h / 25 °C

3.2: 76 percent / oxalic acid / methanol / 1 h / 0 °C

With Hydroquinone 1,4-phthalazinediyl diether; 2,2'-azobis(isobutyronitrile); Me₂SO₂NH₂; tri-n-butyl-tin hydride; potassium carbonate; magnesium methanolate; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In methanol; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1002/ejoc.200500670