3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose

Base Information

• Chemical Name: 3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose
• CAS No.: 118176-22-0
• Molecular Formula: C₁₈H₂₁ClO₇
• Molecular Weight: 384.814

Synonyms:3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose

Chemical Property of 3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose

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Technology Process of 3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose

There total 3 articles about 3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose 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: 66.2%

3-O-acetyl-6-O-benzoyl-1,2-O-isopropylidene-5-O-methylsulphonyl-α-D-glucofuranose (102029-58-3) → 3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose (118176-22-0)

Guidance literature:

With 18-crown-6 ether; lithium chloride; In N,N-dimethyl-formamide; at 120 ℃; for 50h;

DOI:10.1016/0008-6215(88)85060-2

Reference yield:

Potassium benzoate (582-25-2) → 3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose (118176-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 68.5 percent / dimethylformamide / 5 h / 70 °C

2: 66.2 percent / lithium chloride; 18-Crown-6 / dimethylformamide / 50 h / 120 °C

With 18-crown-6 ether; lithium chloride; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(88)85060-2

Reference yield:

3-O-acetyl-1,2-O-isoprpylidene-5,6-di-O-methanesulphonyl-α-D-glucofuranose (118176-19-5) → 3-O-acetyl-6-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose (118176-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 68.5 percent / dimethylformamide / 5 h / 70 °C

2: 66.2 percent / lithium chloride; 18-Crown-6 / dimethylformamide / 50 h / 120 °C

With 18-crown-6 ether; lithium chloride; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(88)85060-2

upstream raw materials:

3-O-acetyl-6-O-benzoyl-1,2-O-isopropylidene-5-O-methylsulphonyl-α-D-glucofuranose

Potassium benzoate

3-O-acetyl-1,2-O-isoprpylidene-5,6-di-O-methanesulphonyl-α-D-glucofuranose

Downstream raw materials:

3,6-di-O-benzoyl-5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose

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