(1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane

Base Information

• Chemical Name: (1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane
• CAS No.: 208646-72-4
• Molecular Formula: C₁₈H₂₄O₄S
• Molecular Weight: 336.452

Synonyms:(1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane

Chemical Property of (1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane

Chemical Property:

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Technology Process of (1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane

There total 1 articles about (1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane 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: 13.0%

acetyl chloride (75-36-5) + (1R,4R/S,5R,8R)-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonan-8-ol (208646-60-0) → (1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane (208646-72-4) + (1R,4R/S,5R,8R)-8-acetylacetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1016/S0960-894X(98)00141-3

Reference yield:

(1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane (208646-72-4) → (1R,4S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfonylmethyl-2,3-dioxabicyclo[3.3.1]nonane (208646-65-5) + (1R,4R,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfonylmethyl-2,3-dioxabicyclo[3.3.1]nonane

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1016/S0960-894X(98)00141-3

Reference yield:

(1R,4R/S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane (208646-72-4) → (1R,4S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfinylmethyl-2,3-dioxabicyclo[3.3.1]nonane + (1R,4R,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfinylmethyl-2,3-dioxabicyclo[3.3.1]nonane

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; at -30 ℃;

DOI:10.1021/jm020584a

upstream raw materials:

acetyl chloride

(1R,4R/S,5R,8R)-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonan-8-ol

Downstream raw materials:

(1R,4S,5R,8R)-8-acetoxy-4,8-dimethyl-4-phenylsulfonylmethyl-2,3-dioxabicyclo[3.3.1]nonane

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