Technology Process of (5S,6S,7S,8R)-7-Cyano-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid
There total 9 articles about (5S,6S,7S,8R)-7-Cyano-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-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:
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106044-47-7
(3aR,4S,5S,10bR)-3-Chloro-5-(3,4,5-trimethoxy-phenyl)-3a,4,5,10b-tetrahydro-1,7,9-trioxa-2-aza-dicyclopenta[a,g]naphthalene-4-carboxylic acid
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106044-49-9
(5S,6S,7S,8R)-7-Cyano-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid
- Guidance literature:
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With
hydrogen;
RaNi;
In
methanol; dichloromethane; water;
for 6h;
under 2068.6 Torr;
DOI:10.1016/S0040-4039(00)84725-5
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106044-49-9
(5S,6S,7S,8R)-7-Cyano-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid
- Guidance literature:
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Multi-step reaction with 10 steps
1: 94 percent
2: 95 percent / BF3*Et2O, Ac2O / nitromethane / 1 h / Ambient temperature
3: 5percent KOH / methanol
4: NaBH4 / ethanol; CH2Cl2; H2O / 40 °C
5: TsOH / toluene / Heating
6: TsOH / toluene / Heating
7: 94 percent / LDA / tetrahydrofuran / 0.58 h / -78 - -40 °C
8: 65 percent / KHCO3 / ethyl acetate / Heating
9: 75 percent / 1N HCl, CH3COCl / methanol; nitromethane / Ambient temperature
10: 90 percent / H2 / RaNi / methanol; H2O; CH2Cl2 / 6 h / 2068.6 Torr
With
hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; hydrogen; acetic anhydride; potassium hydrogencarbonate; toluene-4-sulfonic acid; acetyl chloride; lithium diisopropyl amide;
RaNi;
In
tetrahydrofuran; methanol; nitromethane; ethanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)84725-5
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106044-49-9
(5S,6S,7S,8R)-7-Cyano-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid
- Guidance literature:
-
Multi-step reaction with 5 steps
1: TsOH / toluene / Heating
2: 94 percent / LDA / tetrahydrofuran / 0.58 h / -78 - -40 °C
3: 65 percent / KHCO3 / ethyl acetate / Heating
4: 75 percent / 1N HCl, CH3COCl / methanol; nitromethane / Ambient temperature
5: 90 percent / H2 / RaNi / methanol; H2O; CH2Cl2 / 6 h / 2068.6 Torr
With
hydrogenchloride; hydrogen; potassium hydrogencarbonate; toluene-4-sulfonic acid; acetyl chloride; lithium diisopropyl amide;
RaNi;
In
tetrahydrofuran; methanol; nitromethane; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)84725-5