1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose

Base Information

• Chemical Name: 1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose
• CAS No.: 792949-45-2
• Molecular Formula: C₁₆H₂₅NO₇
• Molecular Weight: 343.377

Synonyms:1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose

Chemical Property of 1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose

Chemical Property:

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Technology Process of 1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose

There total 1 articles about 1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose 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: 86.0%

1,2-dideoxy-1,2-[N-(3-phenyl-pentanoyl)epoxycarbonylimino]-3,4-di-O-pivaloyl-β-D-arabinopyranose → (S)-3-phenylvaleric acid (16460-78-9) + 1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose (792949-45-2)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1055/s-2004-831173

Reference yield:

1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose (792949-45-2) → 1,2-dideoxy-1,2-[N-((3S)-phenylheptanoyl)epoxycarbonylimino]-3,4-di-O-pivaloyl-β-D-arabinopyranose

Guidance literature:

Multi-step reaction with 2 steps

1.1: MeMgCl / tetrahydrofuran / 0.25 h / 0 °C

1.2: 82 percent / tetrahydrofuran / 1.25 h / -78 - 0 °C

2.1: MeAlCl₂ / toluene; hexane; pentane / 1 h / -40 °C

2.2: toluene; hexane; pentane / 18 h / -55 °C

With methylmagnesium chloride; methylaluminum dichloride; In tetrahydrofuran; hexane; toluene; pentane;

DOI:10.1055/s-2004-831173

Reference yield:

1,2-dideoxy-1,2-(epoxycarbonylimino)-3,4-di-O-pivaloyl-β-D-arabinopyranose (792949-45-2) → 1,2-dideoxy-1,2-[N-((3R)-phenylheptanoyl)epoxycarbonylimino]-3,4-di-O-pivaloyl-β-D-arabinopyranose

Guidance literature:

Multi-step reaction with 2 steps

1.1: MeMgCl / tetrahydrofuran / 0.25 h / 0 °C

1.2: 82 percent / tetrahydrofuran / 1.25 h / -78 - 0 °C

2.1: MeAlCl₂ / toluene; hexane; pentane / 1 h / -40 °C

2.2: toluene; hexane; pentane / 18 h / -55 °C

With methylmagnesium chloride; methylaluminum dichloride; In tetrahydrofuran; hexane; toluene; pentane;

DOI:10.1055/s-2004-831173

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