cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside

Base Information

• Chemical Name: cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside
• CAS No.: 824396-38-5
• Molecular Formula: C₂₃H₃₁NO₆
• Molecular Weight: 417.502

Synonyms:cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside

Chemical Property of cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside

Chemical Property:

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Technology Process of cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside

There total 1 articles about cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside 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: 71.0%

cyclohexyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside (21559-72-8) + (E)-cinnamaldehyde dimethylacetal (4364-06-1) → cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside (824396-38-5)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tetasy.2004.09.034

Reference yield: 82.0%

1,1-dibromomethane (74-95-3) + cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside (824396-38-5) → 1-[(3aR,4R,5aR,8R,9aS,9bR)-4-Cyclohexyloxy-8-((E)-styryl)-hexahydro-1,5,7,9-tetraoxa-3-aza-cyclopenta[a]naphthalen-3-yl]-ethanone (824396-59-0)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; water; for 48h; Heating;

DOI:10.1016/j.tetasy.2004.09.034

Reference yield: 78.0%

methanesulfonyl chloride (124-63-0) + cyclohexyl 2-acetamido-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside (824396-38-5) → cyclohexyl 2-acetamido-2-deoxy-3-O-methanosulfonyl-4,6-O-[(R,E)-3-phenyl-2-propenylidene]-β-D-glucopyranoside

Guidance literature:

With pyridine; at 5 ℃;

DOI:10.1016/j.tetasy.2007.07.015

upstream raw materials:

cyclohexyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside

(E)-cinnamaldehyde dimethylacetal

Downstream raw materials:

cyclohexyl 2-acetamido-3-O-acetyl-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside

cyclohexyl 2-acetamido-3-O-benzyl-2-deoxy-(R)-4,6-O-(E-3-phenyl-2-propenylidene)-β-D-glucopyranoside

N-[6-cyclohexyloxy-8-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yloxy)-2-styryl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

1-[(3aR,4R,5aR,8R,9aS,9bR)-4-Cyclohexyloxy-8-((E)-styryl)-hexahydro-1,5,7,9-tetraoxa-3-aza-cyclopenta[a]naphthalen-3-yl]-ethanone

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