Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-4-yl ester

Base Information

• Chemical Name: Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-4-yl ester
• CAS No.: 84133-41-5
• Molecular Formula: C₂₈H₂₆BrN₃O₁₃S₂
• Molecular Weight: 756.563

Synonyms:Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-4-yl ester

Chemical Property of Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-4-yl ester

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Technology Process of Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-4-yl ester

There total 1 articles about Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-4-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: 75.0%

methanol (67-56-1) + 1-bromo-4,5-methylenedioxy-2-(2-propenyl)benzene (84133-49-3) + 2-(2,4-Dinitro-phenyl)-6,7-bis-methanesulfonyloxy-isoquinolinium; bromide (84133-48-2) → Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.02,7]dodeca-2,4,6-trien-4-yl ester (84133-41-5)

Guidance literature:

With calcium carbonate; In dichloromethane; at 40 ℃; for 72h;

DOI:10.1021/ja00341a059

Reference yield:

Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.02,7]dodeca-2,4,6-trien-4-yl ester (84133-41-5) → Methanesulfonic acid (5S,7S,8S)-7-(4-bromo-benzo[1,3]dioxol-5-yl)-5-(2,4-dinitro-phenylamino)-8-formyl-3-methanesulfonyloxy-7-methyl-5,6,7,8-tetrahydro-naphthalen-2-yl ester

Guidance literature:

With Amberlyst 15; In tetrahydrofuran; water; at 40 ℃; for 16h;

DOI:10.1021/ja00341a059

Reference yield:

Methanesulfonic acid (1R,8R)-11-(6-bromo-benzo[1,3]dioxol-5-yl)-9-(2,4-dinitro-phenyl)-5-methanesulfonyloxy-10-methoxy-11-methyl-9-aza-tricyclo[6.2.2.02,7]dodeca-2,4,6-trien-4-yl ester (84133-41-5) → [(1S,2R,4S)-2-(6-Bromo-benzo[1,3]dioxol-5-yl)-4-(2,4-dinitro-phenylamino)-6,7-dihydroxy-2-methyl-1,2,3,4-tetrahydro-naphthalen-1-yl]-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: Amberlyst 15 / tetrahydrofuran; H₂O / 16 h / 40 °C

2: CrO₃, H₂SO₄ / acetone / 30 h / 0 °C

3: diphenylphosphoryl azide, NEt₃ / 18 h / Heating

4: 2 N aq. NaOH / methanol / 16 h / 40 °C

With chromium(VI) oxide; sodium hydroxide; Amberlyst 15; sulfuric acid; diphenylphosphoranyl azide; triethylamine; In tetrahydrofuran; methanol; water; acetone;

DOI:10.1021/ja00341a059

upstream raw materials:

methanol

1-bromo-4,5-methylenedioxy-2-(2-propenyl)benzene

2-(2,4-Dinitro-phenyl)-6,7-bis-methanesulfonyloxy-isoquinolinium; bromide

Downstream raw materials:

(4bR,11bS,13R)-11-Bromo-13-(2,4-dinitro-phenylamino)-11b-methyl-4b,5,6,11b,12,13-hexahydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene-2,3-diol

[(5S,6R,8S)-6-(6-Bromo-benzo[1,3]dioxol-5-yl)-8-(2,4-dinitro-phenylamino)-6-methyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl]-carbamic acid tert-butyl ester

Methanesulfonic acid (5S,7R,8S)-7-(6-bromo-benzo[1,3]dioxol-5-yl)-8-tert-butoxycarbonylamino-5-(2,4-dinitro-phenylamino)-3-methanesulfonyloxy-7-methyl-5,6,7,8-tetrahydro-naphthalen-2-yl ester

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