(1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.0^2,6]heptane

Base Information

• Chemical Name: (1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.0^2,6]heptane
• CAS No.: 86146-99-8
• Molecular Formula: C₁₅H₁₇ClO₂S
• Molecular Weight: 296.818

Synonyms:(1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.0^2,6]heptane

Chemical Property of (1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.0^2,6]heptane

Chemical Property:

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Technology Process of (1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.0^2,6]heptane

There total 3 articles about (1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.0^2,6]heptane 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: 90.0%

(1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-p-tolylsulfanyl-tricyclo[2.2.1.02,6]heptane (86146-96-5) → (1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.02,6]heptane (86146-99-8)

Guidance literature:

With oxidizing agent;

DOI:10.1021/ja00353a046

Reference yield: 81.0%

(exo-2)-6-chloro-2-(p-tolylthio)tricyclo<4.2.1.03,7>nonane (86146-93-2) → (1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.02,6]heptane (86146-99-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/ja00353a046

Reference yield:

p-methylbenzenesulfenyl chloride (933-00-6) → (1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-(toluene-4-sulfonyl)-tricyclo[2.2.1.02,6]heptane (86146-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 29 percent / CH₂Cl₂ / 20 °C

2: 90 percent / oxidizing agent

With oxidizing agent; In dichloromethane;

DOI:10.1021/ja00353a046

upstream raw materials:

(exo-2)-6-chloro-2-(p-tolylthio)tricyclo<4.2.1.0^3,7>nonane

(1R,2S,3R,4S,5S,6R)-3-Chloromethyl-5-p-tolylsulfanyl-tricyclo[2.2.1.0^2,6]heptane

p-methylbenzenesulfenyl chloride

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