Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester

Base Information

• Chemical Name: Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester
• CAS No.: 908355-89-5
• Molecular Formula: C₂₃H₂₄O₁₀S
• Molecular Weight: 492.504

Synonyms:Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester

Chemical Property of Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester

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Technology Process of Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester

There total 1 articles about Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-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: 85.0%

methanesulfonyl chloride (124-63-0) + podofilox (518-28-5) → Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester (908355-89-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2006.06.003

Reference yield: 86.0%

1-methyl-1H-imidazole (616-47-7) + Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester (908355-89-5) → Methanesulfonate3-methyl-1-[(5S,5aS,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-3H-imidazol-1-ium;

Guidance literature:

In acetonitrile; at 80 ℃; for 24h;

DOI:10.1016/j.tetasy.2006.06.003

Reference yield: 81.0%

N-(2,4,6-trimethylphenyl)imidazole (25364-44-7) + Methanesulfonic acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester (908355-89-5) → Methanesulfonate1-[(5S,5aS,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-3-(2,4,6-trimethyl-phenyl)-3H-imidazol-1-ium;

Guidance literature:

In acetonitrile; at 80 ℃; for 24h;

DOI:10.1016/j.tetasy.2006.06.003

upstream raw materials:

methanesulfonyl chloride

podofilox

Downstream raw materials:

(5R,5aR,8aS)-9-Azido-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

4β-azido-4-deoxypodophyllotoxin

4β-amino-4-deoxypodophyllotoxin

4β-amino-4-deoxy-epipodophyllotoxin

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