benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

• Chemical Name: benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-galactopyranoside
• CAS No.: 101973-55-1
• Molecular Formula: C₃₆H₄₃N₃O₁₀
• Molecular Weight: 677.752

Synonyms:benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-galactopyranoside

Chemical Property of benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-galactopyranoside

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Technology Process of benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-galactopyranoside

There total 3 articles about benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-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: 68.0%

benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-galactopyranosyl-β-D-galactopyranoside (104477-32-9) + acetone (67-64-1) → benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-galactopyranoside (101973-55-1)

Guidance literature:

With toluene-4-sulfonic acid; for 5h; Ambient temperature;

Reference yield:

benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-galactopyranosyl-β-D-galactopyranoside (104477-32-9) → benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-galactopyranoside (101973-55-1)

Guidance literature:

Multi-step reaction with 2 steps

1: camphorsulfonic acid / Ambient temperature

2: methanol; H₂O / Heating

camphor-10-sulfonic acid; In methanol; water;

DOI:10.1016/0008-6215(88)84011-4

Reference yield:

(3aS,4R,6R,7R,7aR)-6-((2R,3R,4R,5R,6R)-3-Azido-2,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-4-(1-methoxy-1-methyl-ethoxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol → benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-galactopyranoside (101973-55-1)

Guidance literature:

In methanol; water; Yield given; Heating;

DOI:10.1016/0008-6215(88)84011-4

upstream raw materials:

benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-galactopyranosyl-β-D-galactopyranoside

acetone

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