methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside
• CAS No.: 129031-03-4
• Molecular Formula: C₄₈H₅₂O₁₀
• Molecular Weight: 788.935

Synonyms:methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Chemical Property of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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MSDS Files:

SDS file from LookChem

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Technology Process of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

There total 8 articles about methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside 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: 95.0%

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnbopyranosyl)-β-D-galactopyranoside (129031-02-3) + benzyl chloride (100-44-7) → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside (129031-03-4)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane;

DOI:10.1016/0008-6215(90)84132-E

Reference yield: 80.0%

benzyl bromide (100-39-0) + (2S,3R,4R,5R,6S)-2-((4aR,6R,7R,8S,8aS)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-methyl-tetrahydro-pyran-3,4,5-triol → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside (129031-03-4)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide;

Reference yield: 37.0%

methyl 3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside (129706-93-0) + ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside (131545-02-3,116391-11-8) → (4aR,6R,7R,8S,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-7-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxine (127753-87-1,129031-01-2,129031-03-4)

Guidance literature:

With molecular sieve; methyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.75h;

DOI:10.1039/P19880002729

upstream raw materials:

benzyl bromide

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnbopyranosyl)-β-D-galactopyranoside

benzyl chloride

benzaldehyde dimethyl acetal

Downstream raw materials:

methyl 3-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

methyl 3,6-di-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

methyl 4-O-β-D-glucopyranosyl-2-O-α-L-rhamnopyranosyl-β-D-galactopyranoside

methyl 3,6-di-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

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