benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside
CAS No.:141243-54-1
Molecular Formula:C₃₁H₄₀O₁₇
Molecular Weight:684.648
Hs Code.:

Synonyms:benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside

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Chemical Property of benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside

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Technology Process of benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside

There total 5 articles about benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside 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: 42.0%

: 141243-53-0
2,3,2',3',4',6'-hexa-O-acetyl-α-lactosyl bromide

: 100-51-6,185532-71-2
benzyl alcohol

: 141243-54-1
benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside

Guidance literature:: With mercury(II) cyanide; In nitromethane; benzene; at 40 ℃; for 3.5h;
DOI:10.1016/0008-6215(92)84058-Z

Reference yield:

: 25878-57-3
1,6-anhydro-2,2',3,3',4',6'-hexa-O-acetyl-β-D-lactose

: 141243-54-1
benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 8 g / TiBr₄ / CHCl₃ / a) 3.5 h, reflux; b) 7 h, r.t.

2: 42 percent / Hg(CN)2 / benzene; nitromethane / 3.5 h / 40 °C

With mercury(II) cyanide; titanium(IV) bromide; In nitromethane; chloroform; benzene;
DOI:10.1016/0008-6215(92)84058-Z

Reference yield:

: 5965-66-2
LACTOSE

: 141243-54-1
benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 0.5 h / 130 °C

2: acetic anhydride; toluene-4-sulfonic acid / 1 h / 100 °C

3: potassium hydroxide / water / 20 h / 100 °C

4: titanium tetrachloride / ethanol; chloroform / 4 h / Reflux

5: silver carbonate; silver trifluoromethanesulfonate / dichloromethane / 15 h / -25 °C / Inert atmosphere

With silver trifluoromethanesulfonate; acetic anhydride; titanium tetrachloride; toluene-4-sulfonic acid; silver carbonate; potassium hydroxide; In ethanol; dichloromethane; chloroform; water;
DOI:10.1016/j.carres.2019.04.003