methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

Base Information

• Chemical Name: methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal
• CAS No.: 869544-09-2
• Molecular Formula: C₁₇H₂₁NO₆
• Molecular Weight: 335.357
• Mol file: 869544-09-2.mol

Synonyms:methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

Chemical Property of methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

There total 5 articles about methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal 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%

methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal (869544-06-9) + potassium cyanide (151-50-8) → methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal (869544-09-2)

Guidance literature:

In dimethyl sulfoxide; at 70 ℃; for 2.5h;

DOI:10.1016/j.carres.2005.08.008

Reference yield:

methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose (63598-31-2) → methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal (869544-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / NBS; AIBN; BaCO₃ / CCl₄ / 3.5 h / Heating

2: 32 percent / p-toluenesulfonic acid / 24 h / Heating

3: 94 percent / dimethylsulfoxide / 2.5 h / 70 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); toluene-4-sulfonic acid; barium carbonate; In tetrachloromethane; dimethyl sulfoxide;

DOI:10.1016/j.carres.2005.08.008

Reference yield:

methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hexopyranosid-3-ulose (130781-44-1) → methyl 4-O-benzoyl-6-cyano-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal (869544-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / p-toluenesulfonic acid / 24 h / Heating

2: 94 percent / dimethylsulfoxide / 2.5 h / 70 °C

With toluene-4-sulfonic acid; In dimethyl sulfoxide;

DOI:10.1016/j.carres.2005.08.008

upstream raw materials:

methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

potassium cyanide

methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hexopyranosid-3-ulose