methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside

Base Information

Chemical Name:methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside
CAS No.:1415973-58-8
Molecular Formula:C₆₃H₆₇N₃O₁₂Si
Molecular Weight:1086.32
Hs Code.:

methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside

Synonyms:methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside

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Chemical Property of methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside

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Technology Process of methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside

There total 3 articles about methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside 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: 81.0%

: 67-56-1
methanol

: 1415974-57-0
6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

: 1415973-58-8
methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; at -5 ℃; for 1h; Inert atmosphere; Molecular sieve;
DOI:10.1021/ja3090065

Reference yield:

: 1415974-54-7
6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl acetate

: 1415973-58-8
methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: ammonia / methanol; tetrahydrofuran / 3.05 h / 0 °C

2: potassium carbonate / dichloromethane / 16 h / 20 °C / Inert atmosphere

3: silver trifluoromethanesulfonate / dichloromethane / 1 h / -5 °C / Inert atmosphere; Molecular sieve

With ammonia; silver trifluoromethanesulfonate; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja3090065

Reference yield:

: 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranose

: 1415973-58-8
methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: silver trifluoromethanesulfonate / dichloromethane / 1 h / -5 °C / Inert atmosphere; Molecular sieve

With silver trifluoromethanesulfonate; potassium carbonate; In dichloromethane;
DOI:10.1021/ja3090065