ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

Base Information

Chemical Name:ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate
CAS No.:139896-38-1
Molecular Formula:C₂₅H₂₆O₉
Molecular Weight:470.476
Hs Code.:

Synonyms:ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

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Chemical Property of ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

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Technology Process of ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

There total 1 articles about ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate 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: 90.0%

: 139896-36-9
ethyl (4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-hydroxy-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

: 139896-38-1
ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1021/jo00036a030

Reference yield:

: 139896-38-1
ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

: 64937-82-2
(5α,5aα,8aβ)-5,5a,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo<3',4':6,7>naphtho<2,3-d>-1,3-dioxole-6(5aH),9-(8aH)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 120 h / 760 Torr

2: 1) NaOH, H₂O, 2) BBr₃ / 1) dioxane, reflux, 6 h, 2) CH₂Cl₂, -78 deg C, 5 h

3: 72 percent / PCC, Celite / CH₂Cl₂ / 20 h / Ambient temperature

With sodium hydroxide; Celite; water; hydrogen; boron tribromide; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo00036a030

Reference yield:

: 139896-38-1
ethyl (4aα,11bα)-4a,11b-dihydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

: 77519-38-1
(5α,5aα,8aβ,9α)-5,5a,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo<3',4':6,7>naphtho<2,3-d>-1,3-dioxol-6(5aH)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 120 h / 760 Torr

2: 1) NaOH, H₂O, 2) BBr₃ / 1) dioxane, reflux, 6 h, 2) CH₂Cl₂, -78 deg C, 5 h

With sodium hydroxide; water; hydrogen; boron tribromide; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1021/jo00036a030