benzyl-2-azido-3,6-di-O-(α-²H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-²H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid

Base Information

• Chemical Name: benzyl-2-azido-3,6-di-O-(α-²H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-²H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid
• CAS No.: 115216-19-8
• Molecular Formula: C₅₀H₅₅N₃O₁₀
• Molecular Weight: 865.937

Synonyms:benzyl-2-azido-3,6-di-O-(α-²H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-²H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid

Chemical Property of benzyl-2-azido-3,6-di-O-(α-²H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-²H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid

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Technology Process of benzyl-2-azido-3,6-di-O-(α-²H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-²H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid

There total 2 articles about benzyl-2-azido-3,6-di-O-(α-²H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-²H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid 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:

benzyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside (81243-73-4) → benzyl-2-azido-3,6-di-O-(α-2H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-2H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid (115216-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / 4-toluenesulfonic acid / dimethylformamide / 3 h / 80 °C

2: 1) NaH / 1) N,N-dimethylformamide, 0 deg C, 15 min, 2) 1.5 h

With sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(87)80245-8

Reference yield:

[1',1'-2H2]benzyl bromide (51271-29-5) + benzyl-2-azido-2-desoxy-4-O-(3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid (115216-17-6) → benzyl-2-azido-3,6-di-O-(α-2H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-2H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid (115216-19-8)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) N,N-dimethylformamide, 0 deg C, 15 min, 2) 1.5 h;

DOI:10.1016/0008-6215(87)80245-8

Reference yield: 87.1%

benzyl-2-azido-3,6-di-O-(α-2H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-2H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid (115216-19-8) → benzyl-2-azido-3,6-di-O-(α-2H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-2H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid (115216-20-1)

Guidance literature:

With acetic acid; at 70 ℃; for 1.5h;

DOI:10.1016/0008-6215(87)80245-8

upstream raw materials:

[1',1'-2H₂]benzyl bromide

benzyl-2-azido-2-desoxy-4-O-(3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid

benzyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

Downstream raw materials:

benzyl-2-azido-3,6-di-O-(α-²H2)benzyl-2-desoxy-4-O-<2,6-di-O-(α-²H2)benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl>-β-D-glucopyranosid

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