3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate

Base Information

Chemical Name:3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate
CAS No.:611217-63-1
Molecular Formula:C₃₁H₄₁ClO₉
Molecular Weight:593.114
Hs Code.:

3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate

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Chemical Property of 3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate

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Technology Process of 3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate

There total 3 articles about 3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate 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:

: 611217-61-9
3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(2E,4E)-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate

: 611217-63-1
3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1.5h; cooling;
DOI:10.1021/jm0205649

Reference yield:

: 26166-39-2
Ascochlorin

: 611217-63-1
3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / pyridine / 4 h / 20 °C

2: 33 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2 h / -78 - 0 °C

3: NaHCO₃; m-CPBA / CH₂Cl₂ / 1.5 h / cooling

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jm0205649

Reference yield:

: 462125-47-9
3-acetoxy-4-chloro-6-formyl-5-methyl-2-[(2E,4E)-3-methyl-5-((1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl]phenyl acetate

: 611217-63-1
3-acetoxy-4-chloro-6-(1,3-dioxolan-2-yl)-5-methyl-2-[(E)-2,3-epoxy-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxaspiro[4.5]dec-7-yl)-2,4-pentadienyl]phenyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 33 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2 h / -78 - 0 °C

2: NaHCO₃; m-CPBA / CH₂Cl₂ / 1.5 h / cooling

With trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jm0205649