methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

Base Information

Chemical Name:methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate
CAS No.:1350711-78-2
Molecular Formula:C₁₈H₂₄BrNO₃
Molecular Weight:382.297
Hs Code.:

Synonyms:methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

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Chemical Property of methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

Chemical Property:

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Technology Process of methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

There total 9 articles about methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate 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:

: 110-91-8,99108-56-2
morpholine

: 1350711-76-0
methyl (1R,2R)-2-(4-bromophenyl)-4-oxocyclohexanecarboxylate

: 1350711-78-2
methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

: 1350711-80-6
methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

Guidance literature:: morpholine; methyl (1R,2R)-2-(4-bromophenyl)-4-oxocyclohexanecarboxylate; With titanium(IV) isopropylate; In dichloromethane; at 20 ℃;

With hydrogenchloride; sodium cyanoborohydride; In methanol; dichloromethane; at -78 - 20 ℃;

Reference yield:

: 1350711-72-6
(4R)-4-benzyl-3-{[(1R,2R)-2-(4-bromophenyl)-4-oxocyclohexyl]carbonyl}-1,3-oxazolidin-2-one

: 1350711-78-2
methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

: 1350711-80-6
methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / tetrahydrofuran; toluene / Reflux

2.1: lithium hydroxide; dihydrogen peroxide; water / tetrahydrofuran / 0 - 20 °C

3.1: water; hydrogenchloride / 60 °C

3.2: 20 °C

4.1: benzene; methanol

5.1: titanium(IV)isopropoxide / dichloromethane / 15 h / 20 °C

5.2: 7 h / -78 - 20 °C

With hydrogenchloride; water; dihydrogen peroxide; titanium(IV)isopropoxide; toluene-4-sulfonic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1016/j.bmcl.2013.09.094

Reference yield:

: 1200-07-3,5676-63-1,17916-60-8
trans-4-bromocinnamic acid

: 1350711-78-2
methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

: 1350711-80-6
methyl (1R,2R,4R)-2-(4-bromophenyl)-4-morpholin-4-ylcyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 5 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.58 h / -65 °C

2.2: 0.75 h / -65 °C

3.1: diethylaluminium chloride / dichloromethane / 0 - 20 °C

4.1: 2,2-Dimethyl-1,3-propanediol / toluene-4-sulfonic acid / toluene / 3 h / Reflux

4.2: 0 - 20 °C

5.1: sodium hydrogen sulfate / water; ethyl acetate / 12 h / 20 °C

6.1: methanol / benzene / 20 °C

7.1: titanium(IV) isopropylate / dichloromethane / 20 °C

7.2: -78 - 20 °C

With titanium(IV) isopropylate; methanol; sodium hydrogen sulfate; n-butyllithium; oxalyl dichloride; diethylaluminium chloride; 2,2-Dimethyl-1,3-propanediol; toluene-4-sulfonic acid; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene; benzene;