2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole

Base Information

Chemical Name:2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole
CAS No.:917893-73-3
Molecular Formula:C₂₄H₂₂NO₄P
Molecular Weight:419.417
Hs Code.:

Synonyms:2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole

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Chemical Property of 2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole

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Technology Process of 2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole

There total 7 articles about 2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-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: 88.0%

: 926627-25-0
(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolane-4-carboxylic acid (2-hydroxy-ethyl)-amide

: 917893-73-3
2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole

Guidance literature:: (4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolane-4-carboxylic acid (2-hydroxy-ethyl)-amide; With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 1h;

With triethylamine; In dichloromethane; at 40 ℃; for 16h;
DOI:10.1016/j.tet.2006.05.043

Reference yield:

: 917893-69-7
(4S,5R)-5-(2-Trifluoromethanesulfonyloxy-phenyl)-[1,3]dioxolane-4-carboxylic acid ethyl ester

: 917893-73-3
2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / N,N-diisopropylethylamine / palladium(II) acetate; 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 3 h / 120 °C

2.1: 2 h / 120 °C

3.1: methanesulfonyl chloride; triethylamine; DMAP / CH₂Cl₂ / 1 h / 0 °C

3.2: 88 percent / triethylamine / CH₂Cl₂ / 16 h / 40 °C

With dmap; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tet.2006.05.043

Reference yield:

: 917893-64-2
(2S,3R)-2,3-Dihydroxy-3-(2-trifluoromethanesulfonyloxy-phenyl)-propionic acid ethyl ester

: 917893-73-3
2-{(4S,5R)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / p-toluenesulfonic acid / benzene / 16 h / 100 °C

2.1: 99 percent / N,N-diisopropylethylamine / palladium(II) acetate; 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 3 h / 120 °C

3.1: 2 h / 120 °C

4.1: methanesulfonyl chloride; triethylamine; DMAP / CH₂Cl₂ / 1 h / 0 °C

4.2: 88 percent / triethylamine / CH₂Cl₂ / 16 h / 40 °C

With dmap; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/j.tet.2006.05.043