benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate

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Chemical Name:benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate
CAS No.:1161826-51-2
Molecular Formula:C₆₈H₈₆O₁₂
Molecular Weight:1095.42
Hs Code.:

Synonyms:benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate

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Chemical Property of benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate

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Technology Process of benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate

There total 3 articles about benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate 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: 91.0%

: 1161826-50-1
benzyl 3-O-(2-chloroethoxycarbonyl)-3β-hydroxyolean-12-en-28-oate

: 120444-48-6
(2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-carboxylic acid

: 1161826-51-2
benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.carres.2009.02.012

Reference yield:

: 303114-51-4
oleanolic acid benzyl ester

: 1161826-51-2
benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; potassium carbonate / dichloromethane / 21 h / 35 °C

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With dmap; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2009.02.012

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 1161826-51-2
benzyl 3-O-[2-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronyl)ethoxycarbonyl]-3β-hydroxyolean-12-en-28-oate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium bromide / acetone / 0 - 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium carbonate; potassium bromide; In N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.carres.2009.02.012