(2R,3R,4S,5R,6S)-6-((2R,3S,4R,5R,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol

Base Information

• Chemical Name: (2R,3R,4S,5R,6S)-6-((2R,3S,4R,5R,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol
• CAS No.: 628281-09-4
• Molecular Formula: C₄₃H₄₉N₃O₁₀
• Molecular Weight: 767.876
• Mol file: 628281-09-4.mol

Synonyms:(2R,3R,4S,5R,6S)-6-((2R,3S,4R,5R,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol

Chemical Property of (2R,3R,4S,5R,6S)-6-((2R,3S,4R,5R,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (2R,3R,4S,5R,6S)-6-((2R,3S,4R,5R,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol

There total 1 articles about (2R,3R,4S,5R,6S)-6-((2R,3S,4R,5R,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol 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: 86.0%

allyl 2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (628281-08-3) → (2R,3R,4S,5R,6S)-6-((2R,3S,4R,5R,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol (628281-09-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; for 0.166667h; Heating;

DOI:10.1002/ejoc.200300791

Reference yield: 90.0%

acetyl chloride (75-36-5) + (2R,3R,4S,5R,6S)-6-((2R,3S,4R,5R,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol (628281-09-4) → allyl (6-O-acetyl-2,3-di-O-benzyl-β-D-glycopyranosyl)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside (727380-35-0)

Guidance literature:

With pyridine; at -20 ℃; for 2.5h;

DOI:10.1002/ejoc.200300791

upstream raw materials:

allyl 2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

allyl (6-O-acetyl-2,3-di-O-benzyl-β-D-glycopyranosyl)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside