10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.0^2.6>decane

Base Information

• Chemical Name: 10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.0^2.6>decane
• CAS No.: 91988-35-1
• Molecular Formula: C₂₅H₃₂O₇
• Molecular Weight: 444.525

Synonyms:10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.0^2.6>decane

Chemical Property of 10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.0^2.6>decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.0^2.6>decane

There total 4 articles about 10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.0^2.6>decane 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: 98.0%

acetic anhydride (108-24-7) + 10,10-ethylenedioxy-3β-benzyloxy-8,9-dihydroxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.02.6>decane (89002-26-6,92076-63-6) → 10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.02.6>decane (91988-35-1)

Guidance literature:

With dmap; In pyridine; for 15h;

DOI:10.1016/0040-4020(84)80020-4

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.02.6>decane (91988-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) KH / 2.) nBu₄NI / 1.) THF, 0 deg C - RT, 45 min; 2.) 75 min

2: 96 percent / OsO₄, N-methylmorpholine-N-oxide / acetone; H₂O / 12 h / 45 °C

3: 98 percent / 4-dimethylamino-pyridine / pyridine / 15 h

With dmap; osmium(VIII) oxide; potassium hydride; 4-methylmorpholine N-oxide; tetra-(n-butyl)ammonium iodide; In pyridine; water; acetone;

DOI:10.1016/0040-4020(84)80020-4

Reference yield:

C14H20O3 (82431-54-7,82468-24-4) → 10,10-ethylenedioxy-3β-benzyloxy-8,9-diacetoxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.02.6>decane (91988-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) KH / 2.) nBu₄NI / 1.) THF, 0 deg C - RT, 45 min; 2.) 75 min

2: 96 percent / OsO₄, N-methylmorpholine-N-oxide / acetone; H₂O / 12 h / 45 °C

3: 98 percent / 4-dimethylamino-pyridine / pyridine / 15 h

With dmap; osmium(VIII) oxide; potassium hydride; 4-methylmorpholine N-oxide; tetra-(n-butyl)ammonium iodide; In pyridine; water; acetone;

DOI:10.1016/0040-4020(84)80020-4

upstream raw materials:

acetic anhydride

10,10-ethylenedioxy-3β-benzyloxy-8,9-dihydroxy-4,4-dimethyl-1α,2β,6β,7α-tricyclo<5.2.1.0^2.6>decane

bromobenzene

C₁₄H₂₀O₃

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