Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester

Base Information

• Chemical Name: Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester
• CAS No.: 314270-80-9
• Molecular Formula: C₃₃H₃₆O₁₃S
• Molecular Weight: 672.707

Synonyms:Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester

Chemical Property of Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester

There total 15 articles about Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester 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:

Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-7,12-dimethoxy-3-methyl-1-oxo-1,2,3,4,4a,5,6,12b-octahydro-benzo[a]anthracen-5-yl ester (314270-79-6) → Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester (314270-80-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at 0 ℃; for 0.05h;

DOI:10.1016/S0040-4039(00)01480-5

Reference yield:

Methanesulfonic acid (3R,4aR,5R,12bS)-3,8-bis-benzyloxy-9-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-4a,12b-dihydroxy-7,12-dimethoxy-3-methyl-1-oxo-1,2,3,4,4a,5,6,12b-octahydro-benzo[a]anthracen-5-yl ester → Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester (314270-80-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10 percent Pd/C / ethyl acetate; methanol / 9.5 h / 20 °C

2: Cs₂CO₃ / dimethylformamide / 1.5 h / 0 °C

3: aq. (NH₄)2Ce(NO₃)6 / acetonitrile / 0.05 h / 0 °C

With ammonium cerium(IV) nitrate; hydrogen; caesium carbonate; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(00)01480-5

Reference yield:

Methanesulfonic acid (3R,4aR,5R,12bS)-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,8,12b-tetrahydroxy-7,12-dimethoxy-3-methyl-1-oxo-1,2,3,4,4a,5,6,12b-octahydro-benzo[a]anthracen-5-yl ester (314270-78-5) → Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,4a,5,6,7,12,12b-decahydro-benzo[a]anthracen-5-yl ester (314270-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Cs₂CO₃ / dimethylformamide / 1.5 h / 0 °C

2: aq. (NH₄)2Ce(NO₃)6 / acetonitrile / 0.05 h / 0 °C

With ammonium cerium(IV) nitrate; caesium carbonate; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(00)01480-5

upstream raw materials:

Methanesulfonic acid (3R,4aR,5R,12bS)-8-benzyloxy-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,12b-trihydroxy-7,12-dimethoxy-3-methyl-1-oxo-1,2,3,4,4a,5,6,12b-octahydro-benzo[a]anthracen-5-yl ester

benzyl bromide

Methanesulfonic acid (3R,4aR,5R,12bS)-9-((2R,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-3,4a,8,12b-tetrahydroxy-7,12-dimethoxy-3-methyl-1-oxo-1,2,3,4,4a,5,6,12b-octahydro-benzo[a]anthracen-5-yl ester

(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

Downstream raw materials:

aquayayamycin

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