(5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-one

Base Information

Chemical Name:(5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-one
CAS No.:505085-94-9
Molecular Formula:C₁₅H₁₇NO₂
Molecular Weight:243.305
Hs Code.:

Synonyms:(5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-one

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Chemical Property of (5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-one

Chemical Property:

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Technology Process of (5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-one

There total 6 articles about (5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-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: 92.0%

: 505085-90-5
(4R,1'S)-3-(1-phenylethylbut-3-enyl)-4-styryloxazolidin-2-one

: 505085-94-9
(5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-one

Guidance literature:: chiral Ru complex; In dichloromethane; Heating;
DOI:10.1016/S0040-4039(02)02586-8

Reference yield:

: 505085-82-5
(2R,1'S)-4-phenyl-2-(1-phenylethylbut-3-enylamino)but-3-en-1-ol

: 505085-94-9
(5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / Et₃N / CH₂Cl₂

2: 92 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 1 h / Heating

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; triethylamine; In dichloromethane;
DOI:10.1002/ejoc.200300423

Reference yield:

: 1449-46-3
benzyltriphenylphosphonium bromide

: 505085-94-9
(5R,8aR)-5-phenylethyl-4,5,6,8a-tetrahydroxazolidino[3,4-a]pyridin-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: KHMDS / tetrahydrofuran / -78 °C

2.1: 87 percent / cc. HCl / methanol

3.1: MgSO₄ / tetrahydrofuran

3.2: 62 percent / tetrahydrofuran; diethyl ether / 5 h / -78 - -10 °C

4.1: 97 percent / Et₃N / CH₂Cl₂

5.1: 92 percent / chiral Ru complex / CH₂Cl₂ / Heating

With hydrogenchloride; potassium hexamethylsilazane; magnesium sulfate; triethylamine; chiral Ru complex; In tetrahydrofuran; methanol; dichloromethane; 1.1: Wittig olefination;
DOI:10.1016/S0040-4039(02)02586-8