(1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

Base Information

Chemical Name:(1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester
CAS No.:775343-71-0
Molecular Formula:C₁₉H₂₆O₂
Molecular Weight:286.414
Hs Code.:

Synonyms:(1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

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Chemical Property of (1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

Chemical Property:

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Technology Process of (1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

There total 1 articles about (1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic 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:

: 775343-55-0
(E,3S)-8-bromo-2,7-dimethyl-3-m-tolyloct-6-enoic acid ethyl ester

: (1R,2R,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

: 775343-71-0
(1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

: 775343-54-9
(1S,2R,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

Guidance literature:: With triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 22h;
DOI:10.1021/jo049351c

Reference yield: 82.0%

: 775343-71-0
(1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

: 775343-72-1
(1R,2R,5R)-2-acetyl-1-methyl-5-m-tolylcyclopentanecarboxylic acid ethyl ester

Guidance literature:: (1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester; With ozone; In ethyl acetate; at -78 ℃; for 6h;

With triphenylphosphine; In ethyl acetate;
DOI:10.1021/jo049351c

Reference yield:

: 775343-71-0
(1S,2S,5R)-2-Isopropenyl-1-methyl-5-m-tolyl-cyclopentanecarboxylic acid ethyl ester

: 3-((1S,2R,5S)-2-isopropyl-1-methyl-5-m-tolylcyclopentyl)propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: ozone / ethyl acetate / 6 h / -78 °C

1.2: 82 percent / Ph₃P / ethyl acetate

2.1: DBU / 36 h / 20 °C

3.1: 76 percent / tetrahydrofuran / 10 h / -78 - 20 °C

4.1: 93 percent / DIBALH / hexane; toluene / 3 h / -78 - -30 °C

5.1: 77 percent / NaOAc; PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 2.5 h / 0 °C

6.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

6.2: tetrahydrofuran / 2 h / -25 °C

7.1: H₂ / PtO₂ / ethyl acetate / 20 °C

With 4 A molecular sieve; hydrogen; sodium acetate; diisobutylaluminium hydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; 6.2: Peterson olefination;
DOI:10.1021/jo049351c