(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid

Base Information

Chemical Name:(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid
CAS No.:278618-79-4
Molecular Formula:C₂₂H₂₀O₉
Molecular Weight:428.395
Hs Code.:

Synonyms:(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid

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Chemical Property of (5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid

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Technology Process of (5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid

There total 3 articles about (5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-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: 78.0%

: 290371-79-8
(5S,5aR,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carbonitrile

: 278618-79-4
(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid

Guidance literature:: With hydrogenchloride; water; acetic acid;
DOI:10.1016/j.cclet.2010.03.040

Reference yield:

: 6559-91-7
4'-demethylepipodophyllotoxin

: 278618-79-4
(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: BF₃*Et₂O / CH₂Cl₂

2: AcOH; HCl / H₂O

With hydrogenchloride; boron trifluoride diethyl etherate; acetic acid; In dichloromethane; water;
DOI:10.1016/j.bmc.2004.03.067

Reference yield:

: 518-28-5
podofilox

: 278618-79-4
(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: methanesulfonic acid; sodium iodide / dichloromethane

2: boron trifluoride diethyl etherate / chloroform

3: hydrogenchloride; water; acetic acid

With hydrogenchloride; methanesulfonic acid; boron trifluoride diethyl etherate; water; acetic acid; sodium iodide; In dichloromethane; chloroform;
DOI:10.1016/j.cclet.2010.03.040