(1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl ester

Base Information

Chemical Name:(1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl ester
CAS No.:233758-92-4
Molecular Formula:C₂₁H₂₇NO₇
Molecular Weight:405.448
Hs Code.:

Synonyms:(1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl ester

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Chemical Property of (1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl ester

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Technology Process of (1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl ester

There total 8 articles about (1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl 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: 83.0%

: 233758-91-3
(1R,2R,3R)-2-benzoyl-3-[(R)-1,2-diacetoxyethyl]-cyclopropanecarboxylic acid, diethyl amide

: 233758-92-4
(1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl ester

Guidance literature:: With disodium hydrogenphosphate; dihydrogen peroxide; trifluoroacetic anhydride; In dichloromethane; for 0.5h; Heating;
DOI:10.1016/S0040-4020(00)00677-3

Reference yield:

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

: 233758-92-4
(1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: benzene / 1 h / 25 °C

2: 2.15 g / NaOH / ethanol / 10 h / 0 °C

3: HOBt; DCC / CH₂Cl₂ / 20 °C

4: 10 percent HCl / methanol

5: DMAP; Et₃N / CH₂Cl₂ / 1 h

6: 83 percent / (CF₃CO)2O; 95 percent H₂O₂; Na₂HPO₄ / CH₂Cl₂ / 0.5 h / Heating

With hydrogenchloride; dmap; sodium hydroxide; disodium hydrogenphosphate; dihydrogen peroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic anhydride; In methanol; ethanol; dichloromethane; benzene; 1: Cycloaddition / 2: Hydrolysis / 3: Substitution / 4: Ring cleavage / 5: Acetylation / 6: Oxidation;
DOI:10.1016/S0040-4020(00)00677-3

Reference yield:

: Diethylcarbamoylmethyl-dimethyl-sulfonium; bromide

: 233758-92-4
(1R,2R,3R)-2-[(R)-1,2-diacetoxyethyl]-3-diethylcarbamoylcyclopropane-carboxylic acid, phenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 21 percent / DBU / acetonitrile / 10 h / 0 °C

2: 10 percent HCl / methanol

3: DMAP; Et₃N / CH₂Cl₂ / 1 h

4: 83 percent / (CF₃CO)2O; 95 percent H₂O₂; Na₂HPO₄ / CH₂Cl₂ / 0.5 h / Heating

With hydrogenchloride; dmap; disodium hydrogenphosphate; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic anhydride; In methanol; dichloromethane; acetonitrile; 1: Cycloaddition / 2: Ring cleavage / 3: Acetylation / 4: Oxidation;
DOI:10.1016/S0040-4020(00)00677-3