Technology Process of (5aS,8aR)-10-Benzyloxy-5-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one
There total 11 articles about (5aS,8aR)-10-Benzyloxy-5-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 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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82314-35-0
(5aS,8aR)-10-Benzyloxy-5-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one
- Guidance literature:
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With
lithium hexamethyldisilazane;
In
hexane; benzene;
at 0 ℃;
DOI:10.1016/S0040-4039(00)86991-9
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82314-35-0
(5aS,8aR)-10-Benzyloxy-5-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one
- Guidance literature:
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Multi-step reaction with 10 steps
1: acide meta-chloroperbenzoique
2: 65 percent / potasse alcoolique
3: 98 percent / brome, CF3CO2Ag / CHCl3 / 0.5 h / 20 °C
4: 1.) n-butyllithium / 1.) ether, hexane, 1 h, 45 min; 2.) ether, reflux, 45 min.
5: 97 percent / K2CO3, NaI / ethanol / 16 h / Heating
6: 75 percent / MeONa / methanol
7: 1.) borohydrure de calcium / 1.) 50 degC, 18 h; 2.) hydrolysis
8: 86 percent / H2 / Pd/C / ethyl acetate / 18 h / 3800 Torr
9: 84 percent
10: 71.2 percent / hexamethyldisilylamidure de lithium / benzene; hexane / 0 °C
With
n-butyllithium; acide meta-chloroperbenzoique; borohydrure de calcium; potasse alcoolique; hydrogen; bromine; sodium methylate; silver trifluoroacetate; potassium carbonate; sodium iodide; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
methanol; ethanol; hexane; chloroform; ethyl acetate; benzene;
DOI:10.1016/S0040-4039(00)86991-9
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82314-35-0
(5aS,8aR)-10-Benzyloxy-5-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one
- Guidance literature:
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Multi-step reaction with 5 steps
1: 75 percent / MeONa / methanol
2: 1.) borohydrure de calcium / 1.) 50 degC, 18 h; 2.) hydrolysis
3: 86 percent / H2 / Pd/C / ethyl acetate / 18 h / 3800 Torr
4: 84 percent
5: 71.2 percent / hexamethyldisilylamidure de lithium / benzene; hexane / 0 °C
With
borohydrure de calcium; hydrogen; sodium methylate; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
methanol; hexane; ethyl acetate; benzene;
DOI:10.1016/S0040-4039(00)86991-9