(+)-(R)_S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2

Base Information

• Chemical Name: (+)-(R)_S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2
• CAS No.: 108341-44-2
• Molecular Formula: C₁₆H₁₈O₃S
• Molecular Weight: 290.383

Synonyms:(+)-(R)_S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2

Chemical Property of (+)-(R)_S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2

Chemical Property:

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Technology Process of (+)-(R)_S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2

There total 2 articles about (+)-(R)_S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2 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: 15.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + methyl (E)-(RS)-3-(p-tolylsulfinyl)prop-1-enoate (91874-30-5) → (+)-(R)S-p-tolylsulfinyl-3 (1R,2S,3R,4S) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2 (108341-39-5) + (+)-(R)S-p-tolylsulfinyl-3 (1S,2S,3R,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2 (108341-38-4) + (+)-(R)S-p-tolylsulfinyl-3 (1R,2R,3S,4S) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2 (108341-43-1) + (+)-(R)S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2 (108341-44-2)

Guidance literature:

In toluene; at 4 ℃; for 60h;

Reference yield:

(+)-(S)-dimethyl-p-tolylsulfinylmethanephosphonate (63268-43-9) → (+)-(R)S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2 (108341-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BuLi / 1.) -78 deg C, THF/hexane, 75 min, 2.) -78 deg C, 1 h, room temp., 3 h

2: 39.5 percent / toluene / 60 h / 4 °C

With n-butyllithium; In toluene;

Reference yield: 86.0%

(+)-(R)S-p-tolylsulfinyl-3 (1S,2R,3S,4R) bicyclo(2.2.1)heptene-5 carboxylate de methyle-2 (108341-44-2) → (1S,2R,3S,4R)-3-(Toluene-4-sulfonyl)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (108341-46-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at -25 ℃;

upstream raw materials:

cyclopenta-1,3-diene

methyl (E)-(R_S)-3-(p-tolylsulfinyl)prop-1-enoate

(+)-(S)-dimethyl-p-tolylsulfinylmethanephosphonate

Downstream raw materials:

(+)-p-tolylthio-3 (1S,4R) bicyclo<2.2.1> heptadiene-2,5 carboxylate-2 de methyle

(1S,2R,3S,4R)-3-(Toluene-4-sulfonyl)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

di(p-tolyl) disulfide

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