benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside
CAS No.:865488-99-9
Molecular Formula:C₄₆H₅₇NO₁₅Si
Molecular Weight:892.042
Hs Code.:

Synonyms:benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

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Chemical Property of benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

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Technology Process of benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

There total 4 articles about benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-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: 94.0%

: 865488-98-8
benzyl 3-O-benzyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 865488-99-9
benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.bmc.2011.05.047

Reference yield:

: 865488-82-0
benzyl 3-O-benzyl-4,6-O-benzylidiene-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

: 865488-99-9
benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: water; acetic acid / 2 h / 55 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; water; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.05.047

Reference yield:

: 62774-16-7
benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 865488-99-9
benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: silver trifluoromethanesulfonate / nitromethane / 1.67 h / -20 - 20 °C

2: water; acetic acid / 2 h / 55 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; water; silver trifluoromethanesulfonate; acetic acid; In nitromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.05.047