4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone

Base Information

• Chemical Name: 4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone
• CAS No.: 74629-63-3
• Molecular Formula: C₂₉H₃₀O₁₁
• Molecular Weight: 554.551

Synonyms:4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone

Chemical Property of 4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone

Chemical Property:

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Technology Process of 4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone

There total 2 articles about 4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone 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: 26.0%

4'-hydroxychalcone (2657-25-2,38239-52-0,102692-58-0) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone (74629-63-3)

Guidance literature:

With sodium hydroxide; In acetone; for 24h; Ambient temperature;

Reference yield:

4'-hydroxybenzylideneacetophenone potassium salt + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone (74629-63-3)

Guidance literature:

With potassium hydroxide; In methanol; acetone; for 18h; cooling;

Reference yield: 75.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone (74629-63-3) → Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[4-(4-phenyl-4,5-dihydro-1H-pyrazole-3-carbonyl)-phenoxy]-tetrahydro-pyran-3-yl ester

Guidance literature:

In diethyl ether; dichloromethane; for 48h; stand in refrigrator;

upstream raw materials:

4'-hydroxychalcone

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(2-phenyl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-phenoxy]-tetrahydro-pyran-4-yl ester

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-[4-(2-phenyl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-phenoxy]-tetrahydro-pyran-3,4,5-triol

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