Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate

Base Information

• Chemical Name: Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate
• CAS No.: 128537-19-9
• Molecular Formula: C₂₈H₄₁NO₁₆
• Molecular Weight: 647.631

Synonyms:Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate

Chemical Property of Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate

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Technology Process of Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate

There total 1 articles about Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate 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:

acetic anhydride (108-24-7) + Methyl 4-amino-2,4-dideoxy-α-D-arabino-hexopyranoside (128536-96-9) + (1R,2S,5R,7R,8R,9R,10R,)-8,9-Dibenzyloxy-5-phenyl-4,6,11-trioxatricyclo<8.1.0.02.7>undecane (114779-35-0,148347-66-4) → Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate (128537-19-9) + Methyl 4-<(1S)-(1,3,5/2,4,6)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate (128554-63-2)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1016/0008-6215(90)84091-8

Reference yield: 99.0%

Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside heptaacetate (128537-19-9) → Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside (128536-88-9)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/0008-6215(90)84091-8

upstream raw materials:

acetic anhydride

Methyl 4-amino-2,4-dideoxy-α-D-arabino-hexopyranoside

(1R,2S,5R,7R,8R,9R,10R,)-8,9-Dibenzyloxy-5-phenyl-4,6,11-trioxatricyclo<8.1.0.0^2.7>undecane

Downstream raw materials:

Methyl 4-<(1S)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl>amino-2,4-dideoxy-α-D-arabino-hexopyranoside

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