(3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate

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Chemical Name:(3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate
CAS No.:1413941-05-5
Molecular Formula:C₂₇H₃₁BrO₈
Molecular Weight:563.442
Hs Code.:

Synonyms:(3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate

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Chemical Property of (3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate

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Technology Process of (3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate

There total 3 articles about (3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate 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: 80.0%

: 32775-95-4
(E)-3,5-hexadienoic acid

: 1413941-04-4
(3aS,4S,5R,5aR,8aR,8bS)-hexahydro-5-hydroxy-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d’]bis[1,3]dioxol-4-yl (2E)-3-(4-bromophenyl)prop-2-enoate

: 1413941-05-5
(3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 4h; Inert atmosphere;
DOI:10.1002/hlca.201200432 DOI:10.1002/hlca.201200432

Reference yield:

: potassium para-bromocinnamate

: 1413941-05-5
(3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; trans-4-bromocinnamic acid / N,N-dimethyl-formamide; 1,2-dimethoxyethane; N,N,N,N,N,N-hexamethylphosphoric triamide / 127 °C / Inert atmosphere

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 4 h / 0 °C / Inert atmosphere

With dmap; 18-crown-6 ether; trans-4-bromocinnamic acid; tetra-(n-butyl)ammonium iodide; dicyclohexyl-carbodiimide; In N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.201200432 DOI:10.1002/hlca.201200432

Reference yield:

: 151593-08-7
(1S,2R,3R,4S,5S,6R)-3,4;5,6-bis(isopropylidenedioxy)-1,2-epoxycyclohexane

: 1413941-05-5
(3aS,4R,5R,5aS,8aS,8bS)-5-{[(2E)-3-(4-bromophenyl)prop-2-enoyl]oxy}hexahydro-2,2,7,7-tetramethylbenzo[1,2-d:3,4-d']bis[1,3]dioxol-4-yl (3E)-hexa-3,5-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; trans-4-bromocinnamic acid / N,N-dimethyl-formamide; 1,2-dimethoxyethane; N,N,N,N,N,N-hexamethylphosphoric triamide / 127 °C / Inert atmosphere

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 4 h / 0 °C / Inert atmosphere

With dmap; 18-crown-6 ether; trans-4-bromocinnamic acid; tetra-(n-butyl)ammonium iodide; dicyclohexyl-carbodiimide; In N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.201200432 DOI:10.1002/hlca.201200432