methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside
• CAS No.: 313640-11-8
• Molecular Formula: C₄₈H₅₂O₁₀
• Molecular Weight: 788.935

Synonyms:methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside

Chemical Property of methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside

There total 1 articles about methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside 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: 74.0%

(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one (144668-21-3) + methyl 2,3-di-O-benzyl-α-D-glucopyranoside (17791-36-5) → methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside (313640-11-8)

Guidance literature:

With Trimethylmethoxysilane; trimethylsilyl trifluoromethanesulfonate; In toluene; at 20 ℃; for 1.5h;

DOI:10.1021/jo0005868

Reference yield: 88.0%

methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside (313640-11-8) → methyl 2,3-di-O-benzyl-6-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-α-D-glucopyranoside

Guidance literature:

With aluminium trichloride; sodium cyanoborohydride; In toluene; acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/jo0005870

upstream raw materials:

(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one

methyl 2,3-di-O-benzyl-α-D-glucopyranoside

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