4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside
CAS No.:875484-87-0
Molecular Formula:C₃₀H₃₉N₃O₁₃S
Molecular Weight:681.718
Hs Code.:

Synonyms:4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

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Chemical Property of 4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

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Technology Process of 4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

There total 2 articles about 4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-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: 86.0%

: 875484-86-9
4-methylphenyl 2-azido-3,4-O-isopropylidene-2-deoxy-1-thio-β-D-galactopyranoside

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 875484-87-0
4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -40 - -30 ℃;
DOI:10.1016/j.carres.2005.11.010

Reference yield:

: 125760-22-7
p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside

: 875484-87-0
4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 39 percent / TsOH / acetonitrile / 2 h

2: 86 percent / 4 Angstroem molecular sieves; silver triflate / toluene; CH₂Cl₂ / -40 - -30 °C

With 4 A molecular sieve; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.carres.2005.11.010

Reference yield: 56.0%

: 875484-87-0
4-methylphenyl-2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

: 125760-27-2
N-(9-fluorenylmethyloxycarbonyl)-L-threonine phenacylester

: N-(9-fluorenylmethyloxycarbonyl)-O-[2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-galactopyranosyl]-L-threonine phenacylester

: 875484-88-1
N-(9-fluorenylmethyloxycarbonyl)-O-[2-azido-3,4-O-isopropylidene-2-deoxy-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-L-threonine phenacylester

Guidance literature:: With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In diethyl ether; dichloromethane; toluene; at 20 ℃; for 5h;
DOI:10.1016/j.carres.2005.11.010