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.: 115216-20-1
• Molecular Formula: C₄₇H₅₁N₃O₁₀
• Molecular Weight: 825.873

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 4 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: 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

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 (115216-20-1)

Guidance literature:

Multi-step reaction with 3 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

3: 87.1 percent / 80percent acetic acid / 1.5 h / 70 °C

With sodium hydride; toluene-4-sulfonic acid; acetic 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-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:

Multi-step reaction with 2 steps

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

2: 87.1 percent / 80percent acetic acid / 1.5 h / 70 °C

With sodium hydride; acetic acid;

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

upstream 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

[1',1'-2H₂]benzyl bromide

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

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

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