(7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic acid

Base Information

Chemical Name:(7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic acid
CAS No.:1290633-24-7
Molecular Formula:C₁₉H₂₂O₉
Molecular Weight:394.378
Hs Code.:

Synonyms:(7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic acid

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Chemical Property of (7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic acid

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Technology Process of (7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic acid

There total 10 articles about (7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic 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: 82.0%

: methyl 4-((1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yloxy)-3,5-dimethoxybenzoate

: 1290633-24-7
(7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic acid

Guidance literature:: methyl 4-((1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yloxy)-3,5-dimethoxybenzoate; With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 3h;

With hydrogenchloride; In water;
DOI:10.1021/ol302653g

Reference yield:

: 2426-87-1
3-methoxy-4-(phenylmethoxy)benzaldehyde

: 1290633-24-7
(7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / -78 - 0 °C

1.2: 1 h / -78 °C

2.1: sodium tetrahydroborate / tetrahydrofuran; water / 10 h / 20 °C

3.1: palladium on activated charcoal; hydrogen / methanol / 3 h

4.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 20 °C

With sodium tetrahydroborate; lithium hydroxide monohydrate; palladium on activated charcoal; hydrogen; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ol302653g

Reference yield:

: 1404575-40-1
methyl 4-((1S,2R)-1-(4-(benzyloxy)-3-methoxyphenyl)-1-hydroxy-3-((S)-6-isopropyl-2-oxo-3-phenyltetrahydropyrimidin-1(2H)-yl)-3-oxopropan-2-yloxy)-3,5-dimethoxybenzoate

: 1290633-24-7
(7S,8S)-4-hydroxy-3,3′,5′-trimethoxy- 8,9-dinor-8,4′-oxyneoligna-7,9-diol-7′-oic acid

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate / tetrahydrofuran; water / 10 h / 20 °C

2: palladium on activated charcoal; hydrogen / methanol / 3 h

3: lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 20 °C

With sodium tetrahydroborate; lithium hydroxide monohydrate; palladium on activated charcoal; hydrogen; In tetrahydrofuran; methanol; water;
DOI:10.1021/ol302653g