(4R,5R,1'R)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: (4R,5R,1'R)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester
• CAS No.: 100791-86-4
• Molecular Formula: C₁₅H₁₇BrO₆
• Molecular Weight: 373.2
• Mol file: 100791-86-4.mol

Synonyms:(4R,5R,1'R)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

Chemical Property of (4R,5R,1'R)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R,1'R)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

There total 14 articles about (4R,5R,1'R)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl 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: 97.0%

(4S,5S)-2-Ethyl-2-phenyl-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-77-3) → (4S,5S)-2-[(R)-1-bromoethyl]-2-phenyl-1,3-dioxoethane-4,5-dicarboxylate (100791-85-3,100791-86-4)

Guidance literature:

With bromine; In 1,2-dichloro-ethane; at -10 ℃;

Reference yield:

(4R,5R)-2-ethyl-2-phenyl-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-77-3) → (4R,5R,1'S)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-85-3) + (4R,5R,1'R)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-86-4)

Guidance literature:

With hydrogen bromide; bromine; In tetrachloromethane; Yield given. Yields of byproduct given; Ambient temperature;

Reference yield:

dimethyl L-tartrate (608-68-4) → (4R,5R,1'R)-2-phenyl-2-(1-bromoethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / methanesulfonic acid, trimethylortoformate / 5 h / 100 °C

2: Br₂, 2-methoxynaphthalene / CCl₄ / 1 h / 15 °C

With methanesulfonic acid; 2-Methoxynaphthalene; bromine; trimethyl orthoformate; In tetrachloromethane;

DOI:10.1021/jo00390a013

upstream raw materials:

(4S,5S)-2-Ethyl-2-phenyl-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester

Dimethyl D-tartrate

1-phenyl-propan-1-one

(4R,5R)-2-ethyl-2-phenyl-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

Downstream raw materials:

(4R,5R)-2-(1-Bromo-ethyl)-2-phenyl-[1,3]dioxolane-4,5-dicarboxylic acid

(4R,5R)-2-((S)-1-Bromo-ethyl)-2-phenyl-[1,3]dioxolane-4,5-dicarboxylic acid

(4R,5R)-2-((R)-1-Bromo-ethyl)-2-phenyl-[1,3]dioxolane-4,5-dicarboxylic acid

(2S,3R)-2-Hydroxy-3-((R)-2-phenyl-propionyloxy)-succinic acid dimethyl ester