methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

Base Information

Chemical Name:methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside
CAS No.:218279-80-2
Molecular Formula:C₆₆H₆₈FN₃O₂₄
Molecular Weight:1306.27
Hs Code.:

methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

Synonyms:methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

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Chemical Property of methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

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Technology Process of methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

There total 5 articles about methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-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: 85.0%

: 67817-20-3
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl chloride

: 218279-74-4
methyl (2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

: 218279-80-2
methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; silver trifluoromethanesulfonate; In dichloromethane; at -5 - 15 ℃;
DOI:10.1016/S0008-6215(98)00216-X

Reference yield:

: 218279-58-4
methyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranoside

: 218279-80-2
methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / α,α-dichloromethyl methyl ether, ZnCl2*Et2O / 1,2-dichloro-ethane; CH2Cl2 / 7 h / 65 °C

2: 84 percent / 2,6-di-tert-butyl-4-methylpyridine, silver trifluoromethanesulfonate / CH₂Cl₂ / -15 deg C, 30 min, then -> room temp., 2 h

3: 66 percent / α,α-dichloromethyl methyl ether, ZnCl2*Et2O / CH2Cl2 / 1.25 h / 60 °C

4: 74 percent / 2,6-di-tert-butyl-4-methylpyridine, AgOTf / CH₂Cl₂ / 1 h / -15 - 0 °C

5: 96 percent / sym-collidine, thiourea / CH₂Cl₂; methanol / 48 h / Ambient temperature

6: 85 percent / 2,6-di-tert-butyl-4-methylpyridine, AgOTf / CH₂Cl₂ / -5 - 15 °C

With 2,4,6-trimethyl-pyridine; 2,6-di-tert-butyl-4-methylpyridine; zinc chloride diethyl ether; Dichloromethyl methyl ether; silver trifluoromethanesulfonate; thiourea; In methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(98)00216-X

Reference yield:

: 218279-59-5
methyl (2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

: 218279-80-2
methyl (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-4,6-O-benzylidene-3-deoxy-3-fluoro-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 66 percent / α,α-dichloromethyl methyl ether, ZnCl2*Et2O / CH2Cl2 / 1.25 h / 60 °C

2: 74 percent / 2,6-di-tert-butyl-4-methylpyridine, AgOTf / CH₂Cl₂ / 1 h / -15 - 0 °C

3: 96 percent / sym-collidine, thiourea / CH₂Cl₂; methanol / 48 h / Ambient temperature

4: 85 percent / 2,6-di-tert-butyl-4-methylpyridine, AgOTf / CH₂Cl₂ / -5 - 15 °C

With 2,4,6-trimethyl-pyridine; 2,6-di-tert-butyl-4-methylpyridine; zinc chloride diethyl ether; Dichloromethyl methyl ether; silver trifluoromethanesulfonate; thiourea; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(98)00216-X