methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
CAS No.:134407-42-4
Molecular Formula:C₃₆H₄₃N₃O₉
Molecular Weight:661.752
Hs Code.:

Synonyms:methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

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Chemical Property of methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

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Technology Process of methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

There total 4 articles about methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 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:

: 134524-12-2
1,2-di-O-acetyl-3,4-di-O-benzyl-6-deoxy-α-D-mannopyranose

: 134407-42-4
methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / boron trifluoride etherate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 8 h / Ambient temperature

2: 1.) molecular sieves (4 Angstroem), 2.) silver triflate, Br₂, Et₃N / 1.) CH₂Cl₂, 4 h, r.t., 2.) 60 min, -45 deg C

With 4 A molecular sieve; boron trifluoride diethyl etherate; bromine; silver trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1016/0008-6215(91)84146-6

Reference yield:

: 20881-80-5
(2S,3S,4S,5S,6R)-5-azidotetrahydro-2-methoxy-6-methyl-2H-pyran-3,4-diol

: 134407-42-4
methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium chloride / 1.) CH₃OH, 2 h, reflux, 2.) toluene, 1 h, reflux

2: 1.) molecular sieves (4 Angstroem), 2.) silver triflate, Br₂, Et₃N / 1.) CH₂Cl₂, 4 h, r.t., 2.) 60 min, -45 deg C

With 4 A molecular sieve; tetrabutyl-ammonium chloride; bromine; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; triethylamine;
DOI:10.1016/0008-6215(91)84146-6

Reference yield:

: 100-39-0
benzyl bromide

: 134407-42-4
methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium chloride / 1.) CH₃OH, 2 h, reflux, 2.) toluene, 1 h, reflux

2: 1.) molecular sieves (4 Angstroem), 2.) silver triflate, Br₂, Et₃N / 1.) CH₂Cl₂, 4 h, r.t., 2.) 60 min, -45 deg C

With 4 A molecular sieve; tetrabutyl-ammonium chloride; bromine; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; triethylamine;
DOI:10.1016/0008-6215(91)84146-6