Methyl 1-(4-BroMophenyl)-4-oxocyclohexanecarboxylate

Base Information

• Chemical Name: Methyl 1-(4-BroMophenyl)-4-oxocyclohexanecarboxylate
• CAS No.: 1384265-30-8
• Molecular Formula: C₁₄H₁₅BrO₃
• Molecular Weight: 311.175
• Mol file: 1384265-30-8.mol

Synonyms:methyl 1-(4-bromophenyl)-4-oxocyclohexane-1-carboxylate

Chemical Property of Methyl 1-(4-BroMophenyl)-4-oxocyclohexanecarboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Methyl1-(4-Bromophenyl)-4-oxocyclohexanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1-(4-BroMophenyl)-4-oxocyclohexanecarboxylate

There total 1 articles about Methyl 1-(4-BroMophenyl)-4-oxocyclohexanecarboxylate 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: 59.0%

(4-bromo-phenyl)-acetic acid methyl ester (41841-16-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 1-(4-bromophenyl)-4-oxocyclohexane-1-carboxylate (1384265-30-8)

Guidance literature:

(4-bromo-phenyl)-acetic acid methyl ester; acrylic acid methyl ester; With potassium tert-butylate; In tetrahydrofuran;

In water; at 85 ℃; for 21h;

DOI:10.1021/acsmedchemlett.9b00117

Reference yield: 100.0%

methyl 1-(4-bromophenyl)-4-oxocyclohexane-1-carboxylate (1384265-30-8) + ethylene glycol (107-21-1) → methyl 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decane-8-carboxylate (1477524-04-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 2h;

Reference yield:

methyl 1-(4-bromophenyl)-4-oxocyclohexane-1-carboxylate (1384265-30-8) → methyl 2-(4-(4'-(2-ethyl-4-methyloxazole-5-carboxamido)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate (1477524-35-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / toluene / 2 h

2.1: diisobutylaluminium hydride / toluene; dichloromethane / 0.5 h / -78 °C

3.1: toluene-4-sulfonic acid / acetone; water / 1 h / 75 °C

4.1: sodium hydride / methanol / 0.5 h / 20 °C

4.2: 20 °C

5.1: sodium hydride / 1,4-dioxane / 0.67 h / 20 - 100 °C / Cooling with ice

6.1: cesium fluoride; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / water; 1,4-dioxane / 90 °C

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; cesium fluoride; In 1,4-dioxane; methanol; dichloromethane; water; acetone; toluene; 4.1: |Wittig Olefination / 4.2: |Wittig Olefination / 6.1: |Suzuki Coupling;

upstream raw materials:

(4-bromo-phenyl)-acetic acid methyl ester

acrylic acid methyl ester

Downstream raw materials:

methyl 2-(4-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

2-(4-(4′-(5-cyclobutyl-1,3,4-oxadiazol-2-ylamino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

methyl 2-(4-(4'-(2-methyl-5-(trifluoromethyl)oxazole-4-carboxamido)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

C₂₆H₂₄F₃N₃O₅

Refernces