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

Base Information

Chemical Name: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
CAS No.:139896-36-9
Molecular Formula:C₂₅H₂₈O₁₀
Molecular Weight:488.491
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 1 articles about 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 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: 60.0%

: 139896-29-0
tert-butyl (E)-4-<<<5-(3,4,5-trimethoxybenzoyl)-1,3-benzodioxol-6-yl>methoxy>methoxy>-2-butenoate

: 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

Guidance literature:: In benzene; for 4h; Irradiation;
DOI:10.1021/jo00036a030

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:

: 139896-36-9
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

: 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 4 steps

1: 90 percent / Et₃SiH, BF₃*Et₂O / CH₂Cl₂

2: 100 percent / H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 120 h / 760 Torr

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

4: 72 percent / PCC, Celite / CH₂Cl₂ / 20 h / Ambient temperature

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