di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate

Base Information

• Chemical Name: di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate
• CAS No.: 1456819-29-6
• Molecular Formula: C₂₁H₂₇BrO₆
• Molecular Weight: 455.346
• Mol file: 1456819-29-6.mol

Synonyms:di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate

Chemical Property of di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate

There total 5 articles about di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate 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: 100.0%

di-tert-butyl (1R,2R)-3-(hydroxymethyl)cyclopropane-1,2-dicarboxylate (1456819-24-1) + 4-chlorobenzoyl chloride (586-75-4) → di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate (1456819-29-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2013.08.113

Reference yield:

1,2-di-tert-butyl 3-methyl (1R,2R)-cyclopropane-1,2,3-tricarboxylate (1456819-22-9) → di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate (1456819-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hydroxide; water / methanol

2.1: borane-THF / tetrahydrofuran

2.2: chiral HPLC

3.1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C

With dmap; borane-THF; water; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.tetlet.2013.08.113

Reference yield:

(2R,3R)-2,3-bis(tert-butoxycarbonyl)cyclopropanecarboxylic acid (1456819-23-0) → di-tert-butyl (1R,2R)-3-(((4-bromobenzoyl)oxy)methyl)cyclopropane-1,2-dicarboxylate (1456819-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: borane-THF / tetrahydrofuran

1.2: chiral HPLC

2.1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C

With dmap; borane-THF; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2013.08.113

upstream raw materials:

di-tert-butyl (1R,2R)-3-(hydroxymethyl)cyclopropane-1,2-dicarboxylate

4-chlorobenzoyl chloride

1,2-di-tert-butyl 3-methyl (1R,2R)-cyclopropane-1,2,3-tricarboxylate

(2R,3R)-2,3-bis(tert-butoxycarbonyl)cyclopropanecarboxylic acid