endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

Base Information

• Chemical Name: endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide
• CAS No.: 271588-02-4
• Molecular Formula: C₁₅H₂₁Cl₃N₄O₆
• Molecular Weight: 459.714

Synonyms:endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

Chemical Property of endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

Chemical Property:

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Technology Process of endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

There total 2 articles about endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide 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: 94.0%

endo-4-O-Cyclohexylcarbamoyl-6-O-formyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide (271588-03-5) → endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide (271588-02-4)

Guidance literature:

With triethylamine; In methanol; for 0.166667h; Heating;

DOI:10.1055/s-2000-6250

Reference yield:

1-amido-1-deoxygalactopyranose (35899-89-9) + chloral (75-87-6) + 1,3-Dicyclohexylurea (2387-23-7) → endo-4-O-Cyclohexylcarbamoyl-6-O-formyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide (271588-03-5) + exo-4-O-Cyclohexylcarbamoyl-6-O-formyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide + endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide (271588-02-4) + exo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

Guidance literature:

In 1,2-dichloro-ethane; for 8h; Heating;

DOI:10.1055/s-2000-6250

Reference yield: 89.0%

acetic anhydride (108-24-7) + endo-4-O-Cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide (271588-02-4) → 6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide (271588-04-6)

Guidance literature:

With pyridine; at 20 ℃; for 12h;

DOI:10.1055/s-2000-6250

upstream raw materials:

1-amido-1-deoxygalactopyranose

chloral

1,3-Dicyclohexylurea

endo-4-O-Cyclohexylcarbamoyl-6-O-formyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

Downstream raw materials:

6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl azide

N-[6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2-dichloroethylidene)-β-D-gulopyranosyl]acetamide

N-[6-O-Acetyl-4-O-cyclohexylcarbamoyl-2,3-O-(2,2,2-trichloroethylidene)-β-D-gulopyranosyl]acetamide

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