methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside
CAS No.:156660-51-4
Molecular Formula:C₄₈H₅₄O₁₀
Molecular Weight:790.951
Hs Code.:

Synonyms:methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

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Chemical Property of methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

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Technology Process of methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

There total 6 articles about methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside 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: 65.0%

: 100-39-0
benzyl bromide

: 156660-50-3
methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->4)-α-L-rhamnopyranoside

: 156660-51-4
methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; for 60h; Ambient temperature;
DOI:10.1016/0008-6215(94)80077-4

Reference yield:

: 39687-43-9
methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

: 156660-51-4
methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 0.05 M NaOMe / methanol / 5 h

2: 79 percent / NaH / dimethylformamide / 6 h / Ambient temperature

3: 100 percent / 80percent aq. AcOH / 2 h / 90 °C

4: 65 percent / 10percent aq. NaOH, Bu₄NBr / CH₂Cl₂ / 60 h / Ambient temperature

With sodium hydroxide; tetrabutylammomium bromide; sodium methylate; sodium hydride; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)80077-4

Reference yield:

: 88278-54-0
methyl 4-O-β-D-glucopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

: 156660-51-4
methyl 2-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / NaH / dimethylformamide / 6 h / Ambient temperature

2: 100 percent / 80percent aq. AcOH / 2 h / 90 °C

3: 65 percent / 10percent aq. NaOH, Bu₄NBr / CH₂Cl₂ / 60 h / Ambient temperature

With sodium hydroxide; tetrabutylammomium bromide; sodium hydride; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)80077-4