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

Base Information

Chemical Name:benzyl-2-azido-2-desoxy-4-O-(3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid
CAS No.:115216-17-6
Molecular Formula:C₂₂H₃₁N₃O₁₀
Molecular Weight:497.502
Hs Code.:

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

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

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

There total 1 articles about benzyl-2-azido-2-desoxy-4-O-(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: 62.0%

: 81243-73-4
benzyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

: 77-76-9
2,2-dimethoxy-propane

: 115216-17-6
benzyl-2-azido-2-desoxy-4-O-(3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 80 ℃; for 3h;
DOI:10.1016/0008-6215(87)80245-8

Reference yield: 100.0%

: 108-24-7
acetic anhydride

: 115216-17-6
benzyl-2-azido-2-desoxy-4-O-(3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid

: 115216-18-7
benzyl-3,6-di-O-acetyl-2-azido-2-desoxy-4-O-(2,6-di-O-acetyl-3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid

Guidance literature:: With pyridine; for 12h; Ambient temperature;
DOI:10.1016/0008-6215(87)80245-8

Reference yield:

: 115216-17-6
benzyl-2-azido-2-desoxy-4-O-(3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid

: benzyl-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-galactopyranosyl)-(1->3)-O-<4-O-acetyl-2,6-di-O-(α-²H2)benzyl-β-D-galactopyranosyl>-(1->4)-2-azido-3,6-di-O-(α-²H2)benzyl-2-desoxy-β-D-glucopyranosid

Guidance literature:: Multi-step reaction with 3 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

3: 5.5 percent / molecular sieves 4 Angstroem / silver silicate / toluene / -20 deg C, 8 h; RT, 8 h

With 4 A molecular sieve; sodium hydride; acetic acid; silver silicate; In toluene;
DOI:10.1016/0008-6215(87)80245-8