cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside

Base Information

• Chemical Name: cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside
• CAS No.: 79284-61-0
• Molecular Formula: C₂₄H₃₅NO₆
• Molecular Weight: 433.545

Synonyms:cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside

Chemical Property of cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside

Chemical Property:

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Technology Process of cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside

There total 3 articles about cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-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: 46.0%

benzaldehyde dimethyl acetal (1125-88-8) + cyclohexyl 3,4,6-tri-O-acetyl-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside (79284-60-9) → cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside (79284-61-0)

Guidance literature:

toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 40 ℃; for 2h;

DOI:10.1016/S0040-4020(01)97937-2

Reference yield:

C17H26BrNO8 (79284-59-6) → cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside (79284-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / benzene / 120 h

2: 46 percent / p-toluenesulphonic acid / dimethylformamide / 2 h / 40 °C

toluene-4-sulfonic acid; In N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4020(01)97937-2

Reference yield:

cyclohexanol (108-93-0) → cyclohexyl 4,6-O-benzylidene-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside (79284-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / benzene / 120 h

2: 46 percent / p-toluenesulphonic acid / dimethylformamide / 2 h / 40 °C

toluene-4-sulfonic acid; In N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4020(01)97937-2

upstream raw materials:

benzaldehyde dimethyl acetal

cyclohexyl 3,4,6-tri-O-acetyl-2-deoxy-2-(3-methyl-1-oxobutyl)amino-β-D-glucopyranoside

C₁₇H₂₆BrNO₈

cyclohexanol

Downstream raw materials:

cyclohexyl 4,6-O-benzylidene-2-deoxy-(3-methyl-1-oxobutyl)amino-3-O-(1-oxo-3-phenylpropyl)-β-D-glucopyranoside

cyclohexyl 2-deoxy-2-(3-methyl-1-oxobutyl)amino-3-O-(1-oxo-3-pheylpropyl)-β-D-glucopyranoside

3-Phenyl-propionic acid (2R,3R,4R,5S,6R)-2-cyclohexyloxy-3-(3-methyl-butyrylamino)-5-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-4-yl ester

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