Phosphoric acid, diphenyl (2S,3S)-1,2,3,6-tetrahydro-1-methyl-6-oxo-2-(phenylmethyl)-3-pyridinyl ester

Base Information

• Chemical Name: Phosphoric acid, diphenyl (2S,3S)-1,2,3,6-tetrahydro-1-methyl-6-oxo-2-(phenylmethyl)-3-pyridinyl ester
• CAS No.: 878441-00-0
• Molecular Formula: C25H24NO5P
• Molecular Weight: 449.443
• Mol file: 878441-00-0.mol

Synonyms:

Chemical Property of Phosphoric acid, diphenyl (2S,3S)-1,2,3,6-tetrahydro-1-methyl-6-oxo-2-(phenylmethyl)-3-pyridinyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid, diphenyl (2S,3S)-1,2,3,6-tetrahydro-1-methyl-6-oxo-2-(phenylmethyl)-3-pyridinyl ester

There total 14 articles about Phosphoric acid, diphenyl (2S,3S)-1,2,3,6-tetrahydro-1-methyl-6-oxo-2-(phenylmethyl)-3-pyridinyl ester 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: 85.0%

chlorophosphoric acid diphenyl ester (2524-64-3) + (5S,6S)-6-benzyl-5,6-dihydro-5-hydroxy-1-methylpyridin-2-one (878440-99-4) → (5S,6S)-6-benzyl-5,6-dihydro-5-diphenylphosphoryloxy-1-methylpyridin-2-one (878441-00-0)

Guidance literature:

With pyridine; In dichloromethane;

DOI:10.1016/j.tetlet.2005.04.057

Reference yield:

(3S,4S)-4-(N-acryloyl-N-methylamino)-5-phenylpent-1-en-3-ol (878440-98-3) → (5S,6S)-6-benzyl-5,6-dihydro-5-diphenylphosphoryloxy-1-methylpyridin-2-one (878441-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 84.2 percent / (N,N'-Mes₂imidazolidin-2-yl)Ru=CHPh(PCy₃)Cl₂ / CH₂Cl₂ / 6 h / 20 °C

2: 84.8 percent / pyridine / CH₂Cl₂ / 4 h / 0 °C

With pyridine; tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; In dichloromethane;

DOI:10.1021/jo060390t

Reference yield:

(3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene (894406-79-2) → (5S,6S)-6-benzyl-5,6-dihydro-5-diphenylphosphoryloxy-1-methylpyridin-2-one (878441-00-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98.9 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

2: 84.2 percent / (N,N'-Mes₂imidazolidin-2-yl)Ru=CHPh(PCy₃)Cl₂ / CH₂Cl₂ / 6 h / 20 °C

3: 84.8 percent / pyridine / CH₂Cl₂ / 4 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo060390t

upstream raw materials:

chlorophosphoric acid diphenyl ester

(5S,6S)-6-benzyl-5,6-dihydro-5-hydroxy-1-methylpyridin-2-one

(3S,4S)-4-(N-acryloyl-N-methylamino)-5-phenylpent-1-en-3-ol

(3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene

Downstream raw materials:

6-benzyl-1-methylpyridin-2-one

(6S)-6-benzyl-3,6-dihydro-1-methylpyridin-2-one