5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal

Base Information

• Chemical Name: 5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal
• CAS No.: 127073-05-6
• Molecular Formula: C₃₂H₃₆O₁₁S
• Molecular Weight: 628.697

Synonyms:5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal

Chemical Property of 5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal

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Technology Process of 5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal

There total 3 articles about 5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal 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: 76.09%

methanol (67-56-1) + 5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose diethyl dithioacetal (127073-03-4) → 5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal (127073-05-6)

Guidance literature:

With N-Bromosuccinimide; at 0 ℃;

DOI:10.1016/0008-6215(89)85029-3

Reference yield:

5,6-di-O-benzoyl-3-O-toluene-p-sulfonyl-D-glucose diethyl dithioacetal (127073-02-3) → 5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal (127073-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 72.3 percent / toluene-p-sulfonic acid / 22 h / Ambient temperature

2: 76.09 percent / N-bromosuccinimide / 0 °C

With N-Bromosuccinimide; toluene-4-sulfonic acid;

DOI:10.1016/0008-6215(89)85029-3

Reference yield:

5,6-di-O-benzoyl-1,2-O-isopropylidene-3-O-toluene-p-sulfonyl-α-D-glucofuranose (125185-45-7) → 5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose dimethyl acetal (127073-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 79.85 percent / conc. hydrochloric acid / 120 h / Ambient temperature

2: 72.3 percent / toluene-p-sulfonic acid / 22 h / Ambient temperature

3: 76.09 percent / N-bromosuccinimide / 0 °C

With hydrogenchloride; N-Bromosuccinimide; toluene-4-sulfonic acid;

DOI:10.1016/0008-6215(89)85029-3

upstream raw materials:

methanol

5,6-di-O-benzoyl-2,4-isopropylidene-3-O-toluene-p-sulfonyl-D-glucose diethyl dithioacetal

5,6-di-O-benzoyl-3-O-toluene-p-sulfonyl-D-glucose diethyl dithioacetal

5,6-di-O-benzoyl-1,2-O-isopropylidene-3-O-toluene-p-sulfonyl-α-D-glucofuranose

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