(1S,2S,6S,8S)-2-allyl-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-ol

Base Information

• Chemical Name: (1S,2S,6S,8S)-2-allyl-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-ol
• CAS No.: 1208239-72-8
• Molecular Formula: C₂₃H₃₂O₂
• Molecular Weight: 340.506

Synonyms:(1S,2S,6S,8S)-2-allyl-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-ol

Chemical Property of (1S,2S,6S,8S)-2-allyl-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-ol

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Technology Process of (1S,2S,6S,8S)-2-allyl-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-ol

There total 1 articles about (1S,2S,6S,8S)-2-allyl-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-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: 85.0%

(1S,6S,8S)-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-one (1208239-71-7) + allyl bromide (106-95-6) → (1S,2S,6S,8S)-2-allyl-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-ol (1208239-72-8)

Guidance literature:

(1S,6S,8S)-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-one; allyl bromide; With zinc; In tetrahydrofuran; at 15 - 20 ℃; for 1.01667h; Sonication;

With water; ammonium chloride; In tetrahydrofuran;

DOI:10.1016/j.tet.2009.11.114

Reference yield: 71.0%

(1S,2S,6S,8S)-2-allyl-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-ol (1208239-72-8) → (1R,6S,8S)-5-allyl-8-benzyloxy-4,6,9,9-tetramethylbicyclo[4.3.0]non-4-en-3-one (1208239-73-9)

Guidance literature:

With silica gel; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/j.tet.2009.11.114

upstream raw materials:

(1S,6S,8S)-8-benzyloxy-1,3,7,7-tetramethylbicyclo[4.3.0]non-3-en-2-one

allyl bromide

Downstream raw materials:

(1R,6S,8S)-5-allyl-8-benzyloxy-4,6,9,9-tetramethylbicyclo[4.3.0]non-4-en-3-one

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