methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside
CAS No.:86158-27-2
Molecular Formula:C₃₃H₃₈O₁₄
Molecular Weight:658.656
Hs Code.:

Synonyms:methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside

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Chemical Property of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside

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Technology Process of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside

There total 1 articles about methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside 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: 62.3%

: 28642-64-0
methyl 4,6-O-benzylidene-2-O-benzoyl-α-D-glucopyranoside

: 5160-09-8
2,3,4‐tri‐O‐acetyl-α-L‐rhamnopyranosyl chloride

: 86158-27-2
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; for 4h; Ambient temperature;

Reference yield: 80.0%

: 86158-27-2
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside

: 86158-32-9
methyl 4,6-O-benzylidene-3-O-α-L-rhamnopyranosyl-α-D-glucopyranoside

: methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-α-L-rhamnopyranosyl-α-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; for 1h; Ambient temperature;

Reference yield:

: 86158-27-2
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside

: naringenin dihydrochalcone 4'-O-(3-O-α-L-rhamnopyranosyl-β-D/glucopyranoside)

Guidance literature:: Multi-step reaction with 8 steps

1: 60percent AcOH / 0.5 h / 100 °C

2: pyridine / 48 h / Ambient temperature

3: 52.1 percent / H₂SO₄ / 4 h / Ambient temperature

4: 66.1 percent / 30percent HBr-AcOH / CHCl₃ / 2 h / 0 °C

5: silver carbonate / quinoline / 4 h / Ambient temperature

6: 0.1 N MeONa-MeOH / 2 h / 0 °C

7: MeONa / 1.) MeOH, r.t., 48 h, 2.) H₂O, reflux, 20 min

8: 41.7 percent / H₂, 10percent KOH / 10percent Pd-C / 11 h / 30 - 40 °C / 2280 Torr

With pyridine; methanol; potassium hydroxide; sulfuric acid; hydrogen bromide; hydrogen; sodium methylate; acetic acid; silver carbonate; palladium on activated charcoal; In quinoline; chloroform;