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

Base Information

• Chemical Name: 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
• CAS No.: 218279-74-4
• Molecular Formula: C₅₄H₅₃FO₁₇
• Molecular Weight: 993.003
• Mol file: 218279-74-4.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 5 articles about 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 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: 96.0%

methyl (2,4-di-O-benzoyl-3-O-chloroacetyl-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 (218279-72-2) → 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 (218279-74-4)

Guidance literature:

With 2,4,6-trimethyl-pyridine; thiourea; In methanol; dichloromethane; for 48h; Ambient temperature;

DOI:10.1016/S0008-6215(98)00216-X

Reference yield:

methyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside (88331-96-8) → 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 (218279-74-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / 2,6-di-tert-butyl-4-methylpyridine, silver trifluoromethanesulfonate / CH₂Cl₂ / -15 deg C, 30 min, then -> room temp., 2 h

2: 66 percent / α,α-dichloromethyl methyl ether, ZnCl2*Et2O / CH2Cl2 / 1.25 h / 60 °C

3: 74 percent / 2,6-di-tert-butyl-4-methylpyridine, AgOTf / CH₂Cl₂ / 1 h / -15 - 0 °C

4: 96 percent / sym-collidine, thiourea / CH₂Cl₂; methanol / 48 h / Ambient temperature

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

Reference yield:

methyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranoside (218279-58-4) → 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 (218279-74-4)

Guidance literature:

Multi-step reaction with 5 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

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

upstream raw materials:

methyl (2,4-di-O-benzoyl-3-O-chloroacetyl-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

methyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside

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

(2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl chloride

Downstream raw materials:

methyl (2-acetamido-3,4,6-tri-O-acetyl-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)-3-deoxy-3-fluoro-α-D-galactopyranoside

methyl (2-acetamido-3,4,6-tri-O-acetyl-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

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