phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-carboxylate

Base Information

Chemical Name:phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-carboxylate
CAS No.:1254367-73-1
Molecular Formula:C₃₅H₃₈FN₃O₅
Molecular Weight:599.702
Hs Code.:

Synonyms:phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-carboxylate

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Chemical Property of phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-carboxylate

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Technology Process of phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-carboxylate

There total 14 articles about phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-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: 93.0%

: 1254367-72-0
C₂₇H₃₂FN₃O₃

: 501-53-1,94274-21-2
benzyl chloroformate

: 1254367-73-1
phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-carboxylate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;

Reference yield:

: 1254367-44-6
C₂₀H₁₆BrNO₄

: 1254367-73-1
phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: phosphorus(V) oxybromide / toluene / 0.75 h / 100 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl carbazate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

3.1: pyridine; hydrogen fluoride; sodium nitrite / 0 - 20 °C

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran; 1,4-dioxane / 1.5 h / 70 °C / Inert atmosphere

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C

5.2: 0.25 h

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl carbazate; hydrogen fluoride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; sodium nitrite; phosphorus(V) oxybromide; In tetrahydrofuran; 1,4-dioxane; toluene;
DOI:10.1021/jm1015389

Reference yield:

: 1254367-40-2
phenyl 3-(benzyloxy)-2,6-dibromo-5-methylisonicotinate

: 1254367-73-1
phenyl 3-(benzyloxy)-2-[[(benzyloxy)carbonyl][3-(dimethylamino)-2,2-dimethylpropyl]amino]-6-fluoro-5-methylpyridine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl carbazate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

2.1: pyridine; hydrogen fluoride; sodium nitrite / 0 - 20 °C

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran; 1,4-dioxane / 1.5 h / 70 °C / Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C

4.2: 0.25 h

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl carbazate; hydrogen fluoride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; sodium nitrite; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jm1015389