N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide
• CAS No.: 182154-01-4
• Molecular Formula: C₂₅H₃₇NO₁₁S
• Molecular Weight: 559.635

Synonyms:N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

Chemical Property of N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

There total 4 articles about N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide 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%

N-[(3aS,4R,5S,7aR)-5-((3aS,4R,7aR)-2,2-Dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide (180164-80-1) → N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide (182154-01-4)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol; for 15h; Ambient temperature;

DOI:10.1055/s-1996-4440

Reference yield:

[N-(p-tolylsulfonyl)imino]phenyliodinane (55962-05-5) → N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide (182154-01-4)

Guidance literature:

Multi-step reaction with 4 steps

1: cupric acetylacetonate

2: Bu₃SnH, AIBN / tetrahydrofuran / 2 h / Heating

3: 52 percent / BF₃*Et₂O / CH₂Cl₂ / 24 h / -20 °C

4: 89 percent / aq. OsO₄, NMO / acetone; 2-methyl-propan-2-ol / 15 h / Ambient temperature

With osmium(VIII) oxide; N-methyl-2-indolinone; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; copper acetylacetonate; In tetrahydrofuran; dichloromethane; acetone; tert-butyl alcohol;

DOI:10.1039/CC9960001717

Reference yield:

(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole (130669-75-9) → N-[(3aS,4R,5R,6R,7S,7aR)-5-((3aS,4R,6S,7S,7aR)-6,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yloxy)-6,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide (182154-01-4)

Guidance literature:

Multi-step reaction with 4 steps

1: cupric acetylacetonate

2: Bu₃SnH, AIBN / tetrahydrofuran / 2 h / Heating

3: 52 percent / BF₃*Et₂O / CH₂Cl₂ / 24 h / -20 °C

4: 89 percent / aq. OsO₄, NMO / acetone; 2-methyl-propan-2-ol / 15 h / Ambient temperature

With osmium(VIII) oxide; N-methyl-2-indolinone; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; copper acetylacetonate; In tetrahydrofuran; dichloromethane; acetone; tert-butyl alcohol;

DOI:10.1039/CC9960001717

upstream raw materials:

N-[(3aS,4R,5S,7aR)-5-((3aS,4R,7aR)-2,2-Dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

[N-(p-tolylsulfonyl)imino]phenyliodinane

(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

Downstream raw materials:

4-Methyl-N-[(3aS,4R,5R,5aS,8aS,8bS)-2,2,7,7-tetramethyl-5-((3aS,4R,5aS,8aS,8bS)-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yloxy)-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yl]-benzenesulfonamide

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