O⁶-benzoyl-O³-benzyl-O¹,O²-isopropylidene-O⁵-(toluene-4-sulfonyl)-α-D-glucofuranose

Base Information

• Chemical Name: O⁶-benzoyl-O³-benzyl-O¹,O²-isopropylidene-O⁵-(toluene-4-sulfonyl)-α-D-glucofuranose
• CAS No.: 18006-29-6
• Molecular Formula: C₃₀H₃₂O₉S
• Molecular Weight: 568.645

Synonyms:O⁶-benzoyl-O³-benzyl-O¹,O²-isopropylidene-O⁵-(toluene-4-sulfonyl)-α-D-glucofuranose

Chemical Property of O⁶-benzoyl-O³-benzyl-O¹,O²-isopropylidene-O⁵-(toluene-4-sulfonyl)-α-D-glucofuranose

Chemical Property:

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Technology Process of O⁶-benzoyl-O³-benzyl-O¹,O²-isopropylidene-O⁵-(toluene-4-sulfonyl)-α-D-glucofuranose

There total 16 articles about O⁶-benzoyl-O³-benzyl-O¹,O²-isopropylidene-O⁵-(toluene-4-sulfonyl)-α-D-glucofuranose 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: 86.0%

3-O-benzyl-1,2-O-isopropylidene-5-O-p-toluenesulfonyl-α-D-glucofuranose (152310-22-0) + benzoyl chloride (98-88-4) → O6-benzoyl-O3-benzyl-O1,O2-isopropylidene-O5-(toluene-4-sulfonyl)-α-D-glucofuranose (18006-29-6)

Guidance literature:

With pyridine; In dichloromethane; for 1h;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → O6-benzoyl-O3-benzyl-O1,O2-isopropylidene-O5-(toluene-4-sulfonyl)-α-D-glucofuranose (18006-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 48 h / 20 °C

2: 86 percent / pyridine / CH₂Cl₂ / 1 h

With pyridine; In dichloromethane; toluene;

Reference yield:

(3aR,5S,6S,6aR)-6-Benzyloxy-5-((R)-2,2-diisopropyl-[1,3,2]dioxastannolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole → O6-benzoyl-O3-benzyl-O1,O2-isopropylidene-O5-(toluene-4-sulfonyl)-α-D-glucofuranose (18006-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 48 h / 20 °C

2: 86 percent / pyridine / CH₂Cl₂ / 1 h

With pyridine; In dichloromethane; toluene;

upstream raw materials:

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

benzoyl chloride

3-O-benzyl-1,2-O-isopropylidene-5-O-p-toluenesulfonyl-α-D-glucofuranose

p-toluenesulfonyl chloride

Downstream raw materials:

5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-β-L-idofuranose

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