6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose

Base Information

• Chemical Name: 6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose
• CAS No.: 95015-53-5
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.342

Synonyms:6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose

Chemical Property of 6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose

Chemical Property:

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Technology Process of 6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose

There total 4 articles about 6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose 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: 70.2%

6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-sorbofuranose (95015-52-4) → 6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose (95015-53-5)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; sodium hydrogencarbonate; In chloroform; for 3h;

DOI:10.1016/0008-6215(84)85049-1

Reference yield:

benzoyl chloride (98-88-4) → 6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose (95015-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92.5 percent / pyridine / Ambient temperature

2: 70.2 percent / ruthenium dioxide, aq. sodium hydrogencarbonate, 5 percent sodium periodate / CHCl₃ / 3 h

With pyridine; ruthenium(IV) oxide; sodium periodate; sodium hydrogencarbonate; In chloroform;

DOI:10.1016/0008-6215(84)85049-1

Reference yield:

1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-sorbofuranose (95015-51-3) → 6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-erythro-2,4-hexodiulo-2,5-furanose (95015-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92.5 percent / pyridine / Ambient temperature

2: 70.2 percent / ruthenium dioxide, aq. sodium hydrogencarbonate, 5 percent sodium periodate / CHCl₃ / 3 h

With pyridine; ruthenium(IV) oxide; sodium periodate; sodium hydrogencarbonate; In chloroform;

DOI:10.1016/0008-6215(84)85049-1

upstream raw materials:

6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-sorbofuranose

benzoyl chloride

1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-sorbofuranose

1-deoxy-2,3:4,6-di-O-isopropylidene-3-C-methyl-α-D-sorbofuranose

Downstream raw materials:

6-O-benzoyl-1-deoxy-2,3-O-isopropylidene-3-C-methyl-α-D-psicofuranose

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