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

Base Information

• Chemical Name: (1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, ethyl ester
• CAS No.: 233758-87-7
• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.37
• Mol file: 233758-87-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

(ethoxycarbonylmethyl)dimethylsulfonium bromide (5187-82-6) + (R)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-1-phenyl-prop-2E-en-1-one (233758-84-4) → (1S,2S,3S)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid ethyl ester + (1S,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, ethyl ester + (1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, ethyl ester (233758-87-7)

Guidance literature:

In benzene; at 25 ℃; for 1h;

DOI:10.1016/S0040-4020(00)00677-3

Reference yield: 14.0%

(ethoxycarbonylmethyl)dimethylsulfonium bromide (5187-82-6) + (R)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-1-phenyl-prop-2Z-en-1-one (233758-85-5) → (1S,2S,3S)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid ethyl ester + (1S,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, ethyl ester + (1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, ethyl ester (233758-87-7)

Guidance literature:

In toluene; at 25 ℃; for 1h;

DOI:10.1016/S0040-4020(00)00677-3

Reference yield:

(Benzoylmethylene)triphenylphosphorane (20913-05-7,859-65-4) → (1R,2R,3R)-2-benzoyl-3-[(R)-(2,2-dimethyl-[1,3]dioxolan-4-yl)]-cyclopropanecarboxylic acid, ethyl ester (233758-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 0 °C

2: DBU / toluene / 4 h / -20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; toluene; 1: Wittig reaction;

DOI:10.1021/ol990598j

upstream raw materials:

(ethoxycarbonylmethyl)dimethylsulfonium bromide

(R)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-1-phenyl-prop-2Z-en-1-one

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

(Benzoylmethylene)triphenylphosphorane

Downstream raw materials:

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

(1R,2R,3R)-2-Benzoyl-3-((R)-1,2-dihydroxy-ethyl)-cyclopropanecarboxylic acid diethylamide

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

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