allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside

Base Information

Chemical Name:allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside
CAS No.:743432-01-1
Molecular Formula:C₅₄H₄₉ClO₁₈
Molecular Weight:1021.43
Hs Code.:

Synonyms:allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside

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Chemical Property of allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside

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Technology Process of allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside

There total 3 articles about allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-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: 91.6%

: 98-88-4
benzoyl chloride

: 743432-00-0
allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside

: 743432-01-1
allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1016/j.carres.2004.04.012

Reference yield:

: 81600-93-3
allyl 4,6-di-O-benzylidene-α-D-mannopyranoside

: 743432-01-1
allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90.7 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

2.1: pyridine / CH₂Cl₂ / 2 h

2.2: 78.5 percent / aq. TFA / 2 h / 20 °C

3.1: 86.4 percent / TMSOTf / CH₂Cl₂ / -20 - 20 °C

4.1: 91.6 percent / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/j.carres.2004.04.012

Reference yield:

: 743431-96-1
allyl 3-O-benzoyl-4,6-di-O-benzylidene-α-D-mannopyranoside

: 743432-01-1
allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 6)-3,4-di-O-benzoyl-2-O-chloroacetyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / CH₂Cl₂ / 2 h

1.2: 78.5 percent / aq. TFA / 2 h / 20 °C

2.1: 86.4 percent / TMSOTf / CH₂Cl₂ / -20 - 20 °C

3.1: 91.6 percent / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/j.carres.2004.04.012