3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

Base Information

Chemical Name:3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester
CAS No.:168206-69-7
Molecular Formula:C₁₆H₂₆O₄
Molecular Weight:282.38
Hs Code.:

3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid <i>tert</i>-butyl ester

Synonyms:3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

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Chemical Property of 3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

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Technology Process of 3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

There total 7 articles about 3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl 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: 37.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 168206-68-6
4-tert-butoxycarbonyl-2-(2-methoxycarbonylethyl)cyclohexanone

: 168206-69-7
3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 12h;
DOI:10.1248/bpb.18.407

Reference yield:

: 120-47-8
Ethyl 4-hydroxybenzoate

: 168206-69-7
3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / H₂ / 5 percent Rh/Al₂O₃ / ethanol / 20 h / 20 °C / 3800 Torr

2: 100 percent / 8 N Jones reagent / acetone

3: 80 percent / NaOH / ethanol / 5 h / 20 °C

4: 80 percent / POCl₃ / pyridine / 4 h / 20 °C

5: benzene / 12 h / Heating

6: benzene / 4 h / Heating

7: 37 percent / 1.6 M n-BuLi / hexane; tetrahydrofuran / 12 h / 20 °C

With sodium hydroxide; n-butyllithium; jones reagent; hydrogen; trichlorophosphate; Rh/Al₂O₃; In tetrahydrofuran; pyridine; ethanol; hexane; acetone; benzene; 1: Hydrogenation / 2: Jones oxidation / 3: Hydrolysis / 4: Esterification / 5: condensation / 6: Alkylation / 7: Wittig reaction;
DOI:10.1248/bpb.18.407

Reference yield:

: 3618-04-0,75877-66-6,17159-80-7
4-hydroxycyclohexyl carboxylic acid ethyl ester

: 168206-69-7
3-(2-methoxycarbonyl-ethyl)-4-methylene-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / 8 N Jones reagent / acetone

2: 80 percent / NaOH / ethanol / 5 h / 20 °C

3: 80 percent / POCl₃ / pyridine / 4 h / 20 °C

4: benzene / 12 h / Heating

5: benzene / 4 h / Heating

6: 37 percent / 1.6 M n-BuLi / hexane; tetrahydrofuran / 12 h / 20 °C

With sodium hydroxide; n-butyllithium; jones reagent; trichlorophosphate; In tetrahydrofuran; pyridine; ethanol; hexane; acetone; benzene; 1: Jones oxidation / 2: Hydrolysis / 3: Esterification / 4: condensation / 5: Alkylation / 6: Wittig reaction;
DOI:10.1248/bpb.18.407