Technology Process of (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-6-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-4,12,13-trihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione 10-[O-(2-methoxy-phenoxymethyl)-oxime]
There total 10 articles about (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-6-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-4,12,13-trihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione 10-[O-(2-methoxy-phenoxymethyl)-oxime] 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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876316-01-7
(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-6-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-4,12,13-trihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione 10-[O-(2-methoxy-phenoxymethyl)-oxime]
- Guidance literature:
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With
hydrogenchloride;
at 20 ℃;
DOI:10.1016/j.bmcl.2005.10.045
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876316-01-7
(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-6-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-4,12,13-trihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione 10-[O-(2-methoxy-phenoxymethyl)-oxime]
- Guidance literature:
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Multi-step reaction with 8 steps
1: 82 percent / PCl5; benzoyl peroxide / CCl4 / Heating
2: 66 percent / K2CO3 / dimethylformamide
3: NH2NH2 / ethanol / Heating
4: 43 percent / methanol
5: 98 percent / NH4Cl / dimethylformamide / 50 °C
6: 74 percent / KOH / dimethylsulfoxide; tetrahydrofuran / 2 h / 0 °C
7: 91 percent / aq. HCOOH / ethanol
8: 82 percent / aq. HCl / 20 °C
With
hydrogenchloride; potassium hydroxide; formic acid; phosphorus pentachloride; potassium carbonate; ammonium chloride; hydrazine; dibenzoyl peroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.10.045
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-
876316-01-7
(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-6-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-4,12,13-trihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione 10-[O-(2-methoxy-phenoxymethyl)-oxime]
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 66 percent / K2CO3 / dimethylformamide
2: NH2NH2 / ethanol / Heating
3: 43 percent / methanol
4: 98 percent / NH4Cl / dimethylformamide / 50 °C
5: 74 percent / KOH / dimethylsulfoxide; tetrahydrofuran / 2 h / 0 °C
6: 91 percent / aq. HCOOH / ethanol
7: 82 percent / aq. HCl / 20 °C
With
hydrogenchloride; potassium hydroxide; formic acid; potassium carbonate; ammonium chloride; hydrazine;
In
tetrahydrofuran; methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.10.045