2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel

Base Information

Chemical Name:2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel
CAS No.:181797-11-5
Molecular Formula:C₅₃H₇₃NO₁₃
Molecular Weight:932.162
Hs Code.:

Synonyms:2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel

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Chemical Property of 2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel

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Technology Process of 2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel

There total 11 articles about 2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel 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: 89.0%

: (4S,5R)-5-(1-Ethoxy-ethoxy)-2,4-diphenyl-4,5-dihydro-[1,3]oxazin-6-one

: 181797-10-4
2-debenzoyl-1,2-(ditetrahydropyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-9(R)-dihydrobaccatin III

: 181797-11-5
2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel

Guidance literature:: With dmap; In pyridine; toluene; for 12h; Ambient temperature;
DOI:10.1021/jo960438a

Reference yield:

: 181797-05-7
C₃₃H₅₀O₈

: 181797-11-5
2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / N-methylmorpholine N-oxide monohydrate, OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 20 h

2: 1.) imidazole / 1) DMF, 15 min; 2) DMF, 3 h

3: 89 percent / pyridine / 20 h / Ambient temperature

4: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

5: 77 percent / tetrabutylammonium acetate / butan-2-one / 17 h / Heating

6: 49 percent / DIBALH / CH₂Cl₂ / 3 h / 0 °C

7: 89 percent / DMAP / pyridine; toluene / 12 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; osmium(VIII) oxide; tetrabutyl ammonium fluoride; tetrabutylammonium acetate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; pyridine; dichloromethane; water; toluene; butanone; tert-butyl alcohol;
DOI:10.1021/jo960438a

Reference yield:

: 181797-22-8
C₃₉H₆₆O₁₀Si

: 181797-11-5
2-debenzoyl-1,2-(ditetrahydopyran-2-yl)-4-deacetyl-7-deoxy-10-deacetyl-9,10-O-(propane-2,2-diyl)-2'-(ethoxyethyl)-9(R)-dihydropaclitaxel

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / pyridine / 20 h / Ambient temperature

2: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

3: 77 percent / tetrabutylammonium acetate / butan-2-one / 17 h / Heating

4: 49 percent / DIBALH / CH₂Cl₂ / 3 h / 0 °C

5: 89 percent / DMAP / pyridine; toluene / 12 h / Ambient temperature

With pyridine; dmap; tetrabutyl ammonium fluoride; tetrabutylammonium acetate; diisobutylaluminium hydride; In tetrahydrofuran; pyridine; dichloromethane; toluene; butanone;
DOI:10.1021/jo960438a