methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid

Base Information

Chemical Name:methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid
CAS No.:221002-67-1
Molecular Formula:C₂₆H₃₂O₁₅
Molecular Weight:584.531
Hs Code.:

Synonyms:methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid

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Chemical Property of methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid

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Technology Process of methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid

There total 5 articles about methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid 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: 82.0%

: 221002-64-8
methyl 2,3,4-tri-O-acetyl-O-α-L-rhamnopyranosyl-(1->3)-2-O-benzoyI-O-α-D-glucopyranoside

: 221002-67-1
methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium bromide; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1080/07328309908543980

Reference yield:

: 54769-36-7
N-benzoyloxybenzotriazole

: 221002-67-1
methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / Et₃N / CH₂Cl₂

2: 92 percent / TMSOTf / CH₂Cl₂ / 2 h / Ambient temperature

3: 81 percent / aq. trifluoroacetic acid / CHCl₃ / 4 h / 0 °C

4: 82 percent / TEMPO, aq. NaHCO₃, KBr, TBAC, NaClO / CH₂Cl₂ / 1 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; trimethylsilyl trifluoromethanesulfonate; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; potassium bromide; In dichloromethane; chloroform;
DOI:10.1080/07328309908543980

Reference yield:

: 118246-03-0
methyl 2,3,4-tri-O-acetyl-O-α-L-rhamnopyranosyI-(1->3)-2-O-benzoyl-4,6-O-benzylidene-O-α-D-gluco-pyranoside

: 221002-67-1
methyl 2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / aq. trifluoroacetic acid / CHCl₃ / 4 h / 0 °C

2: 82 percent / TEMPO, aq. NaHCO₃, KBr, TBAC, NaClO / CH₂Cl₂ / 1 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; trifluoroacetic acid; potassium bromide; In dichloromethane; chloroform;
DOI:10.1080/07328309908543980