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

Base Information

• Chemical Name: (1R,4R/S,5R,8R)-8-dibenzylaminooxalyloxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane
• CAS No.: 221293-39-6
• Molecular Formula: C₃₂H₃₅NO₅S
• Molecular Weight: 545.7

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

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

There total 3 articles about (1R,4R/S,5R,8R)-8-dibenzylaminooxalyloxy-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:

(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-dibenzylaminooxalyloxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane (221293-39-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-lutidine / CH₂Cl₂

3: 2,6-lutidine

With 2,6-dimethylpyridine; In dichloromethane;

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

Reference yield:

(1R,4R/S,5R,8R)-4,8-dimethyl-4-phenylsulfenylmethyl-8-trimethylsilyloxy-2,3-dioxabicyclo[3.3.1]nonane (221293-71-6) → (1R,4R/S,5R,8R)-8-dibenzylaminooxalyloxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane (221293-39-6)

Guidance literature:

Multi-step reaction with 2 steps

2: 2,6-lutidine

With 2,6-dimethylpyridine;

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

Reference yield:

(1R,4R/S,5R,8R)-8-chlorooxalyloxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane (221293-72-7) + dibenzylamine (103-49-1) → (1R,4R/S,5R,8R)-8-dibenzylaminooxalyloxy-4,8-dimethyl-4-phenylsulfenylmethyl-2,3-dioxabicyclo[3.3.1]nonane (221293-39-6)

Guidance literature:

With 2,6-dimethylpyridine;

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

upstream raw materials:

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

dibenzylamine

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

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

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