(1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide

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Chemical Name:(1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide
CAS No.:886193-40-4
Molecular Formula:C₁₉H₂₁BrN₂OS
Molecular Weight:405.359
Hs Code.:

Synonyms:(1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide

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Chemical Property of (1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide

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Technology Process of (1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide

There total 8 articles about (1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide 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: 74.0%

: 886193-39-1
(E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid

: 96-50-4
2-thiazolylamine

: 886193-40-4
(1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;
DOI:10.1016/j.tetlet.2006.02.110

Reference yield:

: 731018-47-6
(E)-2-(4-bromo-phenyl)-3-cyclohexyl-prop-2-en-1-ol

: 886193-40-4
(1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / ZnMe₂ / 1,2-dichloro-ethane / 5 h / 60 °C

2: chiral HPLC-separation

3: 90 percent / CrO₃; H₂SO₄ / acetone; H₂O / 2 h / 20 °C

4: 74 percent / TBTU; NEt₃ / tetrahydrofuran / 16 h / 0 - 20 °C

With chromium(VI) oxide; sulfuric acid; dimethyl zinc(II); O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; water; 1,2-dichloro-ethane; acetone; 3: Jones oxidation;
DOI:10.1016/j.tetlet.2006.02.110

Reference yield:

: 731018-45-4
2-(4-bromo-phenyl)-3-cyclohexyl-acrylic acid ethyl ester

: 886193-40-4
(1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaOMe / methanol / 16 h / 50 °C

1.2: 75 percent / NaOH / methanol; H₂O / 5 h / 50 °C

2.1: 86 percent / DIBAH / toluene / 16 h / -70 - 20 °C

3.1: 78 percent / ZnMe₂ / 1,2-dichloro-ethane / 5 h / 60 °C

4.1: chiral HPLC-separation

5.1: 90 percent / CrO₃; H₂SO₄ / acetone; H₂O / 2 h / 20 °C

6.1: 74 percent / TBTU; NEt₃ / tetrahydrofuran / 16 h / 0 - 20 °C

With chromium(VI) oxide; sulfuric acid; dimethyl zinc(II); sodium methylate; diisobutylaluminium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane; acetone; toluene; 5.1: Jones oxidation;
DOI:10.1016/j.tetlet.2006.02.110