2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-ol

Base Information

• Chemical Name: 2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-ol
• CAS No.: 915708-13-3
• Molecular Formula: C₂₈H₄₂O₆
• Molecular Weight: 474.638

Synonyms:2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-ol

Chemical Property of 2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-ol

Chemical Property:

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Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-ol

There total 1 articles about 2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-ol 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:

2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-11-oxa-tricyclo[5.3.1.01,5]undecan-8-one (915708-12-2) + methylmagnesium chloride (676-58-4) → 2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.01,5]undecan-8-ol (915708-13-3)

Guidance literature:

In tetrahydrofuran; at -20 ℃; for 1h;

DOI:10.1002/anie.200602056

Reference yield:

2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.01,5]undecan-8-ol (915708-13-3) → 8-chloro-2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.01,5]undecane (915708-14-4)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; thionyl chloride; at 0 - 20 ℃;

DOI:10.1002/anie.200602056

Reference yield:

2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.01,5]undecan-8-ol (915708-13-3) → 3-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8a-(4-methoxy-benzyloxymethyl)-6-methyl-2,3,4,5,8,8a-hexahydro-1H-azulen-3a-ol (915708-15-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; DMPU / 0 - 20 °C

2: Na / diethyl ether / 12 h / Heating

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; thionyl chloride; sodium; In diethyl ether;

DOI:10.1002/anie.200602056

upstream raw materials:

2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-one

methylmagnesium chloride

Downstream raw materials:

8-chloro-2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecane

3-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8a-(4-methoxy-benzyloxymethyl)-6-methyl-2,3,4,5,8,8a-hexahydro-1H-azulen-3a-ol

deacetylpseudolaric acid A

pseudolaric acid A

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