(5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one

Base Information

Chemical Name:(5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one
CAS No.:894407-04-6
Molecular Formula:C₃₇H₄₁N₂O₇P
Molecular Weight:656.716
Hs Code.:

Synonyms:(5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one

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Chemical Property of (5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one

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Technology Process of (5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one

There total 24 articles about (5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one 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: 70.0%

: 894407-03-5
(5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-hydroxy-6-[(2-naphthyl)methyl]pyridin-2-one

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 894407-04-6
(5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1021/jo060390t

Reference yield:

: 75178-87-9
(4-hydroxybutyl)carbamic acid tert-butyl ester

: 894407-04-6
(5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 84.5 percent / PPh₃; imidazole; I₂ / CH₂Cl₂ / 5 h / 20 °C

2: K₂CO₃ / dimethylformamide / 1 h / 20 °C

3: LiOH*H₂O; HSCH₂CO₂H / dimethylformamide / 2 h / 20 °C

4: Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

5: TBAF / tetrahydrofuran / 3 h / 20 °C

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

7: pyridine / CH₂Cl₂ / 4 h / 0 °C

With pyridine; 1H-imidazole; lithium hydroxide; tetrabutyl ammonium fluoride; iodine; potassium carbonate; mercaptoacetic acid; triethylamine; triphenylphosphine; tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo060390t

Reference yield:

: 262278-40-0
N-tert-butoxycarbonyl-4-amino-1-iodobutane

: 894407-04-6
(5S,6S)-1-[4-(tert-butoxycarbonylamino)butyl]-5,6-dihydro-5-diphenylphosphoryloxy-6-[(2-naphthyl)methyl]pyridin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: K₂CO₃ / dimethylformamide / 1 h / 20 °C

2: LiOH*H₂O; HSCH₂CO₂H / dimethylformamide / 2 h / 20 °C

3: Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

4: TBAF / tetrahydrofuran / 3 h / 20 °C

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

6: pyridine / CH₂Cl₂ / 4 h / 0 °C

With pyridine; lithium hydroxide; tetrabutyl ammonium fluoride; potassium carbonate; mercaptoacetic acid; triethylamine; tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo060390t