(3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-one

Base Information

Chemical Name:(3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-one
CAS No.:314270-83-2
Molecular Formula:C₅₅H₅₈O₁₁
Molecular Weight:895.059
Hs Code.:

(3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-one

Synonyms:(3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-one

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Chemical Property of (3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-one

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Technology Process of (3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-one

There total 2 articles about (3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-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:

Reference yield: 96.0%

: 314270-77-4
C₅₈H₆₂O₁₁

: 314270-83-2
(3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-one

Guidance literature:: With sulfuric acid; In 1,4-dioxane; at 80 ℃; for 2h;
DOI:10.1016/S0040-4039(00)01480-5

Reference yield:

: C₅₈H₆₄O₁₁

: 314270-83-2
(3R,4aR,5R,12bS)-3,8-Bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,5,12b-trihydroxy-7,12-dimethoxy-3-methyl-3,4,4a,5,6,12b-hexahydro-2H-benzo[a]anthracen-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2: 96 percent / aq. H₂SO₄ / dioxane / 2 h / 80 °C

With oxalyl dichloride; sulfuric acid; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; dichloromethane; 1: Swern oxidation;
DOI:10.1016/S0040-4039(00)01480-5