(1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

Base Information

Chemical Name:(1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide
CAS No.:233758-89-9
Molecular Formula:C₂₀H₂₇NO₄
Molecular Weight:345.439
Hs Code.:

Synonyms:(1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

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Chemical Property of (1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

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Technology Process of (1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

There total 7 articles about (1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide 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: 21.0%

: Diethylcarbamoylmethyl-dimethyl-sulfonium; bromide

: 233758-84-4
(R)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-1-phenyl-prop-2E-en-1-one

: (1S,2S,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

: (1S,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

: 233758-89-9
(1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 ℃; for 10h;
DOI:10.1016/S0040-4020(00)00677-3

Reference yield:

: 109-89-7
diethylamine

: 233758-88-8
(1R,2R,3R)-2-Benzoyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-cyclopropanecarboxylic acid

: 233758-89-9
(1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4020(00)00677-3

Reference yield:

: 20913-05-7,859-65-4
(Benzoylmethylene)triphenylphosphorane

: 233758-89-9
(1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, diethyl amide

Guidance literature:: Multi-step reaction with 4 steps

1: methanol / 0 °C

2: DBU / toluene / 4 h / -20 °C

3: 2.15 g / NaOH / aq. ethanol / 10 h / 0 °C

4: 1.93 g / HOBt; DCC / CH₂Cl₂ / 20 °C

With sodium hydroxide; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In methanol; ethanol; dichloromethane; toluene; 1: Wittig reaction;
DOI:10.1021/ol990598j