N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide

Base Information

• Chemical Name: N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide
• CAS No.: 219736-54-6
• Molecular Formula: C₃₃H₃₉NO₆
• Molecular Weight: 545.676

Synonyms:N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide

Chemical Property of N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide

Chemical Property:

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Technology Process of N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide

There total 2 articles about N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide 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: 76.0%

N,N-diethyl-2-(dimethylsulfuranylidene)acetamide (7380-82-7) + 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) → N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide (219736-54-6)

Guidance literature:

In tetrahydrofuran; acetonitrile; for 72h;

DOI:10.1021/jo971824a

Reference yield: 67.0%

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + N,N-diethylcarbamoylmethyl dimethylsulfonium chloride (3556-64-7) → N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide (219736-54-6)

Guidance literature:

With sodium hydroxide; In dichloromethane; for 22.5h; Ambient temperature;

DOI:10.1021/jo971824a

Reference yield: 77.0%

acetic anhydride (108-24-7) + N,N-diethyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide (219736-54-6) → N,N-diethyl-7-O-acetyl-2,3-anhydro-5-deoxy-4,6,8-tri-O-benzyl-D-altro- and D-gluco-oct-4-enonamide

Guidance literature:

With pyridine; for 12h; Ambient temperature;

DOI:10.1021/jo971824a

upstream raw materials:

N,N-diethyl-2-(dimethylsulfuranylidene)acetamide

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

N,N-diethylcarbamoylmethyl dimethylsulfonium chloride

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