(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

Base Information

Chemical Name:(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
CAS No.:290371-79-8
Molecular Formula:C₂₂H₁₉NO₇
Molecular Weight:409.395
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 1 articles about (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 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: 57.0%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 7677-24-9
trimethylsilyl cyanide

: 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

Guidance literature:: With boron trifluoride diethyl etherate; In chloroform;
DOI:10.1016/j.cclet.2010.03.040

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:

: 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

: {[(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-carbonyl]-amino}-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: AcOH; HCl / H₂O

2: 35 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂

With hydrogenchloride; dmap; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane; water;
DOI:10.1016/j.bmc.2004.03.067