phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate

Base Information

Chemical Name:phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate
CAS No.:1300695-94-6
Molecular Formula:C₃₃H₃₃FN₄O₃
Molecular Weight:552.648
Hs Code.:

Synonyms:phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate

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Chemical Property of phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate

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Technology Process of phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate

There total 7 articles about phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate 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: 35.0%

: 31301-51-6
2-chloro-5-fluoropyridine

: 1300695-97-9
phenylmethyl ({4-[(2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}methyl)methylcarbamate

: 1300695-94-6
phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate

Guidance literature:: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; toluene; at 110 ℃; for 22h;

Reference yield:

: 699-03-6
N-methyl-4-bromobenzylamine

: 1300695-94-6
phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 16 h / 80 °C / Inert atmosphere

3: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 1.25 h / Inert atmosphere; Reflux

4: methanol; acetyl chloride / 3 h / 20 °C

5: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane; toluene / 22 h / 110 °C

With methanol; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; acetyl chloride; sodium t-butanolate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; toluene;

Reference yield:

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

: 1300695-94-6
phenylmethyl [(4-{(2S,4R)-1-acetyl-4-[(5-fluoro-2-pyridinyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}phenyl)methyl]methylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 16 h / 80 °C / Inert atmosphere

3: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 1.25 h / Inert atmosphere; Reflux

4: methanol; acetyl chloride / 3 h / 20 °C

5: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane; toluene / 22 h / 110 °C

With methanol; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; acetyl chloride; sodium t-butanolate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; toluene;