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

Base Information

• Chemical Name: methyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside
• CAS No.: 847159-04-0
• Molecular Formula: C₇₅H₇₄O₁₉
• Molecular Weight: 1279.4

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

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

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

There total 1 articles about methyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-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: 93.0%

methyl 4-O-(4-methoxybenzyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside → methyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside (847159-04-0)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/jo0482864

Reference yield: 87.0%

2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside (167612-35-3) + methyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside (847159-04-0) → methyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-rhamnopyranoside

Guidance literature:

2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside; methyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside; With 4 A molecular sieve; In diethyl ether; dichloromethane; at 20 ℃; for 17h;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In diethyl ether; dichloromethane; at -30 - 20 ℃;

DOI:10.1021/jo0482864

Reference yield:

methyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside (847159-04-0) → (2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1021/jo0482864

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