phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate

Base Information

Chemical Name:phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate
CAS No.:229640-43-1
Molecular Formula:C₂₆H₂₅NO₆
Molecular Weight:447.488
Hs Code.:

Synonyms:phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate

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Chemical Property of phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate

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Technology Process of phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate

There total 20 articles about phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate 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: 98.0%

: 229640-42-0
methyl 3-(8-acetyloxy-3-(methoxycarbonyl)-5-oxo-1,2,3-trihydroindolizin-6-yl)propanoate

: 100-51-6,185532-71-2
benzyl alcohol

: 229640-43-1
phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate

Guidance literature:: Otera's catalyst; In toluene; for 15h; Heating;
DOI:10.1021/jo9911600

Reference yield:

: 98-79-3
L-Pyroglutamic acid

: 229640-43-1
phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate

Guidance literature:: Multi-step reaction with 10 steps

1: 98 percent / Dowex ion-exchange resin

2: 87 percent / benzene / 80 °C

3: 67 percent / Oxone / methanol / 25 °C

4: 91 percent / p-CH₃CONHC₆H₄SO₂N₃; Et₃N

5: 86 percent / Rh₂(OAc)4 / benzene / 80 °C

6: 94 percent / Et₃N / 25 °C

7: 86 percent / Et₃N / Pd(PPh₃)2Cl₂ / acetonitrile / 25 °C

8: 100 percent / H₂ / Pd/C / CHCl₃

9: 96 percent / H₂O₂; CF₃COOH / 25 °C

10: 98 percent / Otera's catalyst / toluene / 120 °C

With Oxone; Dowex ion-exchange resin; hydrogen; dihydrogen peroxide; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; dirhodium tetraacetate; palladium on activated charcoal; Otera's catalyst; In methanol; chloroform; toluene; acetonitrile; benzene; 7: Heck reaction / 9: Baeyer-Villiger oxidation;
DOI:10.1021/ol9905497

Reference yield:

: 4931-66-2
methyl (S)-pyroglutamate

: 229640-43-1
phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate

Guidance literature:: Multi-step reaction with 9 steps

1: 87 percent / benzene / 80 °C

2: 67 percent / Oxone / methanol / 25 °C

3: 91 percent / p-CH₃CONHC₆H₄SO₂N₃; Et₃N

4: 86 percent / Rh₂(OAc)4 / benzene / 80 °C

5: 94 percent / Et₃N / 25 °C

6: 86 percent / Et₃N / Pd(PPh₃)2Cl₂ / acetonitrile / 25 °C

7: 100 percent / H₂ / Pd/C / CHCl₃

8: 96 percent / H₂O₂; CF₃COOH / 25 °C

9: 98 percent / Otera's catalyst / toluene / 120 °C

With Oxone; hydrogen; dihydrogen peroxide; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; dirhodium tetraacetate; palladium on activated charcoal; Otera's catalyst; In methanol; chloroform; toluene; acetonitrile; benzene; 6: Heck reaction / 8: Baeyer-Villiger oxidation;
DOI:10.1021/ol9905497