methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate

Base Information

Chemical Name:methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate
CAS No.:1193336-51-4
Molecular Formula:C₄₃H₅₂F₇N₃O₆Si
Molecular Weight:867.977
Hs Code.:

methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate

Synonyms:methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate

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Chemical Property of methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate

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Technology Process of methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate

There total 8 articles about methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate 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: 68.6%

: 1193336-50-3
phenylmethyl [(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-(2-oxoethyl)-4-piperidinyl]carbamate

: 78186-95-5
methyl 2-(tert-butyldimethylsiloxy)-2-(dimethoxyphosphoryl)acetate

: 1193336-51-4
methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate

Guidance literature:: methyl 2-(tert-butyldimethylsiloxy)-2-(dimethoxyphosphoryl)acetate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 0 ℃; for 1h;

phenylmethyl [(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-(2-oxoethyl)-4-piperidinyl]carbamate; In acetonitrile; at 0 - 25 ℃;

methyl 2-(tert-butyldimethylsiloxy)-2-(dimethoxyphosphoryl)acetate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 0 ℃;

Reference yield:

: 1193336-40-1
1,1-dimethylethyl (2R,4S)-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-(2-propen-1-yl)-1-piperidinecarboxylate

: 1193336-51-4
methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid / dichloromethane / 2.5 h / 0 °C

1.2: pH 8

2.1: triethylamine / ethyl acetate / 0 °C

2.2: 0 °C / Reflux

3.1: ozone / dichloromethane / -78 °C / Inert atmosphere

3.2: -78 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 0 °C

4.2: 0 - 25 °C

4.3: 0 °C

With ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium chloride; In dichloromethane; ethyl acetate; acetonitrile;

Reference yield:

: 414910-12-6
(2R)-2-(4-fluoro-2-methylphenyl)-4-piperidinone

: 1193336-51-4
methyl (2Z,2E)-4-[(2R,4S)-1-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-({[(phenylmethyl)oxy]carbonyl}amino)-4-piperidinyl]-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-butenoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: (S)-Mandelic acid; triethylamine / dichloromethane / 20 °C

2.1: ammonia / methanol / 0.25 h / 20 °C

2.2: 20 °C

3.1: dichloromethane / 0 °C

4.1: trifluoroacetic acid / dichloromethane / 2.5 h / 0 °C

4.2: pH 8

5.1: triethylamine / ethyl acetate / 0 °C

5.2: 0 °C / Reflux

6.1: ozone / dichloromethane / -78 °C / Inert atmosphere

6.2: -78 °C

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 0 °C

7.2: 0 - 25 °C

7.3: 0 °C

With (S)-Mandelic acid; ammonia; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium chloride; In methanol; dichloromethane; ethyl acetate; acetonitrile;