2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole

Base Information

• Chemical Name: 2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole
• CAS No.: 1334592-62-9
• Molecular Formula: C₂₂H₁₇NO₅
• Molecular Weight: 375.381

Synonyms:2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole

Chemical Property of 2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole

Chemical Property:

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Technology Process of 2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole

There total 3 articles about 2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole 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: 53.0%

(4R,5R)-2-phenyl-4-[(5'S,6'S)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-(5H,6H)-oxazoline (1334592-46-9) → 2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole (1334592-62-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 110 ℃; for 3.5h;

DOI:10.1016/j.ejmech.2011.06.028

Reference yield:

benzonitrile (100-47-0) → 2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole (1334592-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / 1.25 h / -20 - 20 °C

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 3.5 h / 110 °C

With boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene;

DOI:10.1016/j.ejmech.2011.06.028

Reference yield:

(2R,3S)-6-oxo-2-((2S,3R)-3-phenyloxiran-2-yl)-3,6-dihydro-2H-pyran-3-yl acetate → 2-phenyl-4-[(5'S,6'R)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-oxazole (1334592-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / 1.25 h / -20 - 20 °C

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 3.5 h / 110 °C

With boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene;

DOI:10.1016/j.ejmech.2011.06.028

upstream raw materials:

(4R,5R)-2-phenyl-4-[(5'S,6'S)-5'-acetoxyl-5',6'-dihydro-2'H-pyran-2'-one-6'-yl]-5-phenyl-(5H,6H)-oxazoline

benzonitrile

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