(2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one

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Chemical Name:(2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one
CAS No.:245523-20-0
Molecular Formula:C₁₆H₂₂N₄O₃
Molecular Weight:318.376
Hs Code.:

Synonyms:(2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one

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Chemical Property of (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one

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Technology Process of (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one

There total 12 articles about (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-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: 100.0%

: 191217-16-0
(2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-methylmorpholin-3-one

: 245523-20-0
(2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1016/S0040-4039(97)00692-8

Reference yield:

: 140867-26-1
2(R)-<1'(S)-azido-2'-phenylethyl>oxirane

: 245523-20-0
(2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / ethanol / 96 h / Heating

2: 73 percent / imidazole / CH₂Cl₂ / 4 h / 0 - 20 °C

3: DIC / CH₂Cl₂ / 4 h / 0 °C

4: HCl; H₂O / tetrahydrofuran / 96 h / 20 °C

5: 86 percent / KH / tetrahydrofuran; dimethylformamide / 0.92 h / 0 °C

6: 100 percent / TBAF hydrate / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; tetrabutyl ammonium fluoride; water; potassium hydride; dacarbazine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Etherification / 3: Acylation / 4: Hydrolysis / 5: Cyclization / 6: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(19990802)5:8<2241::AID-CHEM2241>3.0.CO;2-L

Reference yield:

: 191217-12-6
(2S,3S)-3-Azido-1-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethylamino]-4-phenylbutan-2-ol

: 245523-20-0
(2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / imidazole / CH₂Cl₂ / 4 h / 0 - 20 °C

2: DIC / CH₂Cl₂ / 4 h / 0 °C

3: HCl; H₂O / tetrahydrofuran / 96 h / 20 °C

4: 86 percent / KH / tetrahydrofuran; dimethylformamide / 0.92 h / 0 °C

5: 100 percent / TBAF hydrate / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; tetrabutyl ammonium fluoride; water; potassium hydride; dacarbazine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Acylation / 3: Hydrolysis / 4: Cyclization / 5: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(19990802)5:8<2241::AID-CHEM2241>3.0.CO;2-L