methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate

Base Information

Chemical Name:methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate
CAS No.:916914-98-2
Molecular Formula:C₁₆H₁₅BrF₃NO₃
Molecular Weight:406.199
Hs Code.:

Synonyms:methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate

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Chemical Property of methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate

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Technology Process of methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate

There total 4 articles about methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate 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: 75.0%

: 3132-99-8
m-bromobenzoic aldehyde

: 497065-79-9
(E)-(2R,3R)-2-Amino-3-(dimethyl-phenyl-silanyl)-hex-4-enoic acid methyl ester

: 407-25-0
trifluoroacetic anhydride

: 916914-98-2
methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate

Guidance literature:: m-bromobenzoic aldehyde; (E)-(2R,3R)-2-Amino-3-(dimethyl-phenyl-silanyl)-hex-4-enoic acid methyl ester; With magnesium sulfate; In dichloromethane; at 20 ℃; for 0.5h;

With titanium tetrachloride; In dichloromethane; at -78 - 20 ℃;

trifluoroacetic anhydride; With pyridine; In dichloromethane; at -78 ℃; for 2h; Further stages.;
DOI:10.1021/ol070321g

Reference yield:

: (E)-(2R,3R)-2-{[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-amino}-3-(dimethyl-phenyl-silanyl)-hex-4-enoic acid methyl ester

: 407-25-0
trifluoroacetic anhydride

: 916914-98-2
methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate

Guidance literature:: (E)-(2R,3R)-2-{[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-amino}-3-(dimethyl-phenyl-silanyl)-hex-4-enoic acid methyl ester; With trifluoroacetic acid; trifluoroacetic anhydride; scandium tris(trifluoromethanesulfonate); In dichloromethane; at 20 ℃;

trifluoroacetic anhydride; With pyridine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo061758p

Reference yield:

: 3132-99-8
m-bromobenzoic aldehyde

: 916914-98-2
methyl (2S,5R,6R)-6-(3-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: MgSO₄ / CH₂Cl₂ / 20 °C

2.1: Sc(OTf)3; trifluoroacetic anhydride; trifluoroacetic acid / CH₂Cl₂ / 20 °C

2.2: pyridine / CH₂Cl₂ / -78 - 20 °C

With magnesium sulfate; trifluoroacetic acid; trifluoroacetic anhydride; scandium tris(trifluoromethanesulfonate); In dichloromethane;
DOI:10.1021/jo061758p