(R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid ethyl ester

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Chemical Name:(R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid ethyl ester
CAS No.:138736-90-0
Molecular Formula:C₂₀H₂₈O₅S
Molecular Weight:380.505
Hs Code.:

Synonyms:(R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid ethyl ester

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Chemical Property of (R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid ethyl ester

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Technology Process of (R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid ethyl ester

There total 6 articles about (R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid 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: 95.0%

: 138736-89-7
(R)-2-(2-Hydroxy-ethyl)-1-methyl-5-methylene-cyclohexanecarboxylic acid ethyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 138736-90-0
(R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: With pyridine; In chloroform; at 5 ℃; for 4h;
DOI:10.1016/0040-4039(91)80434-8

Reference yield:

: (R)-3-(2-Hydroxy-ethyl)-2-methyl-6-oxo-heptanoic acid ethyl ester

: 138736-90-0
(R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: DMAP / CH₂Cl₂ / 2 h / Ambient temperature

2: 80 percent / tetrahydrofuran / 0.25 h / Ambient temperature

3: 1. 60percent calcium hypochlorite; 2. KHMDS / 1. dry ice, CH₂Cl₂-H₂O, 2h; 2. THF, -78 deg C to -40 deg C, 11h

4: 94 percent / PPTS / ethanol / 2 h / 55 - 60 °C

5: 95 percent / pyridine / CHCl₃ / 4 h / 5 °C

With pyridine; dmap; calcium hypochlorite; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; In tetrahydrofuran; ethanol; dichloromethane; chloroform;
DOI:10.1016/0040-4039(91)80434-8

Reference yield:

: 138736-81-9,138736-85-3
(R)-2-Methyl-6-oxo-3-(2-oxo-ethyl)-heptanoic acid ethyl ester

: 138736-90-0
(R)-1-Methyl-5-methylene-2-[2-(toluene-4-sulfonyloxy)-ethyl]-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Li(Et₃CO)3AlH / tetrahydrofuran / 1 h / -78 °C

2: DMAP / CH₂Cl₂ / 2 h / Ambient temperature

3: 80 percent / tetrahydrofuran / 0.25 h / Ambient temperature

4: 1. 60percent calcium hypochlorite; 2. KHMDS / 1. dry ice, CH₂Cl₂-H₂O, 2h; 2. THF, -78 deg C to -40 deg C, 11h

5: 94 percent / PPTS / ethanol / 2 h / 55 - 60 °C

6: 95 percent / pyridine / CHCl₃ / 4 h / 5 °C

With pyridine; dmap; calcium hypochlorite; lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; In tetrahydrofuran; ethanol; dichloromethane; chloroform;
DOI:10.1016/0040-4039(91)80434-8