(4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid

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Chemical Name:(4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid
CAS No.:139896-30-3
Molecular Formula:C₂₃H₂₄O₉
Molecular Weight:444.438
Hs Code.:

Synonyms:(4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid

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Chemical Property of (4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid

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Technology Process of (4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid

There total 7 articles about (4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid 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: 89.0%

: 139896-41-6
tert-butyl (4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylate

: 139896-30-3
(4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 30h;
DOI:10.1021/jo00036a030

Reference yield:

: [6-(3,4,5-Trimethoxy-benzoyl)-benzo[1,3]dioxol-5-ylmethoxymethoxy]-acetaldehyde

: 139896-30-3
(4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: CH₂Cl₂ / 12 h / Ambient temperature

2: 51 percent / benzene / 9 h / Irradiation

3: 75 percent / Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -78 °C

4: 91 percent / H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 96 h / 760 Torr

5: 89 percent / CF₃COOH / CH₂Cl₂ / 30 h

With triethylsilane; boron trifluoride diethyl etherate; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; benzene;
DOI:10.1021/jo00036a030

Reference yield:

: 139896-35-8
(6-Allyloxymethoxymethyl-benzo[1,3]dioxol-5-yl)-(3,4,5-trimethoxy-phenyl)-methanol

: 139896-30-3
(4aα,5α,6β,11bα)-4a,5,6,11b-tetrahydro-6-(3,4,5-trimethoxyphenyl)-4H-<1,3>benzodioxolo<5,6-h>-1,3-benzodioxin-5-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 58 percent / Jones reagent / acetone / 0.5 h / 0 °C

2: NaIO₄, OsO₄ / H₂O; acetone / 16 h / Ambient temperature

3: CH₂Cl₂ / 12 h / Ambient temperature

4: 51 percent / benzene / 9 h / Irradiation

5: 75 percent / Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -78 °C

6: 91 percent / H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 96 h / 760 Torr

7: 89 percent / CF₃COOH / CH₂Cl₂ / 30 h

With triethylsilane; sodium periodate; osmium(VIII) oxide; jones reagent; boron trifluoride diethyl etherate; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; benzene;
DOI:10.1021/jo00036a030