ethyl (-)-(1R,4S)-exo-2-methyl-endo-3-(p-tlylthio)bicyclo<2.2.1>heptane-endo-2-carboxylate

Base Information

Chemical Name:ethyl (-)-(1R,4S)-exo-2-methyl-endo-3-(p-tlylthio)bicyclo<2.2.1>heptane-endo-2-carboxylate
CAS No.:108692-16-6
Molecular Formula:C₁₈H₂₄O₂S
Molecular Weight:304.453
Hs Code.:

Synonyms:ethyl (-)-(1R,4S)-exo-2-methyl-endo-3-(p-tlylthio)bicyclo<2.2.1>heptane-endo-2-carboxylate

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Chemical Property of ethyl (-)-(1R,4S)-exo-2-methyl-endo-3-(p-tlylthio)bicyclo<2.2.1>heptane-endo-2-carboxylate

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Technology Process of ethyl (-)-(1R,4S)-exo-2-methyl-endo-3-(p-tlylthio)bicyclo<2.2.1>heptane-endo-2-carboxylate

There total 8 articles about ethyl (-)-(1R,4S)-exo-2-methyl-endo-3-(p-tlylthio)bicyclo<2.2.1>heptane-endo-2-carboxylate 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: 92.0%

: 120410-03-9
(1R,2S,3S,4S)-2-Methyl-3-((R)-toluene-4-sulfinyl)-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

: 108692-16-6
ethyl (-)-(1R,4S)-exo-2-methyl-endo-3-(p-tlylthio)bicyclo<2.2.1>heptane-endo-2-carboxylate

Guidance literature:: With titanium(III) chloride; In ethanol; for 1h; Ambient temperature;
DOI:10.1246/bcsj.61.467

Reference yield: 77.0%

: 89764-39-6,89826-17-5,120410-03-9
(1S,2R,3S,4R)-2-Methyl-3-((R)-toluene-4-sulfinyl)-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

: 89764-40-9,89826-18-6,108692-16-6
(1S,2R,3S,4R)-2-Methyl-3-p-tolylsulfanyl-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

Guidance literature:: With titanium(III) chloride; sodium acetate; In acetic acid;
DOI:10.1016/S0040-4039(01)91155-4

Reference yield:

: 89919-52-8
ethyl (-)-(R)_s-(1S,4S)-exo-2-methyl-endo-3-(p-tolylsulfinyl)bicyclo<2.2.1>hept-5-ene-endo-2-carboxylate

: 108692-16-6
ethyl (-)-(1R,4S)-exo-2-methyl-endo-3-(p-tlylthio)bicyclo<2.2.1>heptane-endo-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂, 10percent Pd on carbon / ethanol / 7 h / Ambient temperature

2: 92 percent / 25percent aq. TiCl₃ / ethanol / 1 h / Ambient temperature

With palladium on activated charcoal; titanium(III) chloride; hydrogen; In ethanol;
DOI:10.1246/bcsj.61.467