Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester
CAS No.:172546-41-7
Molecular Formula:C₁₈H₂₄O₃S
Molecular Weight:320.453
Hs Code.:

Synonyms:Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester

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Chemical Property of Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester

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Technology Process of Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester

There total 7 articles about Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester 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:

: 172721-74-3
(1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid methyl ester

: 172546-41-7
Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / NaH / tetrahydrofuran

2: 85 percent / Pd(PPh₃)4 / 1,2-dichloro-ethane / 80 °C

3: 89 percent / DIBAH / CH₂Cl₂ / -78 °C

4: NaH / tetrahydrofuran / Ambient temperature

5: decahydronaphthalene / 150 °C

6: NaBH₄ / methanol

7: Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

With dmap; sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; decalin;
DOI:10.1016/0040-4039(95)01971-J

Reference yield:

: 172546-39-3
(1R,4S)-3-(Diphenoxy-phosphoryloxy)-bicyclo[2.2.1]hept-2-ene-2-carboxylic acid methyl ester

: 172546-41-7
Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / Pd(PPh₃)4 / 1,2-dichloro-ethane / 80 °C

2: 89 percent / DIBAH / CH₂Cl₂ / -78 °C

3: NaH / tetrahydrofuran / Ambient temperature

4: decahydronaphthalene / 150 °C

5: NaBH₄ / methanol

6: Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

With dmap; sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; decalin;
DOI:10.1016/0040-4039(95)01971-J

Reference yield:

: 172546-40-6
(1R,4S)-2-(2-Benzenesulfinyl-ethoxymethyl)-3-methyl-bicyclo[2.2.1]hept-2-ene

: 172546-41-7
Toluene-4-sulfonic acid 2-((1S,2R,4R)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: decahydronaphthalene / 150 °C

2: NaBH₄ / methanol

3: Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

With dmap; sodium tetrahydroborate; triethylamine; In methanol; dichloromethane; decalin;
DOI:10.1016/0040-4039(95)01971-J