2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Base Information

Chemical Name:2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
CAS No.:1407151-56-7
Molecular Formula:C₄₆H₅₂O₁₂
Molecular Weight:796.912
Hs Code.:

Synonyms:2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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Chemical Property of 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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Technology Process of 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

There total 8 articles about 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 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: 36.0%

: C₃₄H₃₄O₇

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1407151-56-7
2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: C₃₄H₃₄O₇; With trifluoromethylsulfonic anhydride; beta-pinene; In dichloromethane; at -50 ℃; for 0.75h;

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; In dichloromethane; at -50 - 20 ℃; for 18h; stereoselective reaction;
DOI:10.1039/c4ob01807a

Reference yield:

: 1239914-93-2
4-methylphenyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1407151-56-7
2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: 4-methylphenyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside; With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In N,N-dimethyl-formamide; at -10 ℃; Molecular sieve;

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; In N,N-dimethyl-formamide; at -10 ℃; for 4h; Time; Molecular sieve;
DOI:10.1039/c2cc35032g

Reference yield:

: 16697-49-7
3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

: 1407151-56-7
2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 0 °C

2.1: methanol; sodium / dichloromethane

3.1: dmap; triethylamine / dichloromethane / Inert atmosphere

4.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / N,N-dimethyl-formamide / -10 °C / Molecular sieve

4.2: 4 h / -10 °C / Molecular sieve

With methanol; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; sodium; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2cc35032g