2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside

Base Information

Chemical Name:2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside
CAS No.:316810-18-1
Molecular Formula:C₄₂H₄₇NO₁₇
Molecular Weight:837.832
Hs Code.:

Synonyms:2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside

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Chemical Property of 2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside

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Technology Process of 2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside

There total 7 articles about 2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside 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%

: 1592-38-7
2-Naphthalenemethanol

: 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranosyl trichloroacetimidate

: 316810-18-1
2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 ℃; for 1h;
DOI:10.1016/S0008-6215(00)00200-7

Reference yield:

: 26531-95-3
benzyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

: 316810-18-1
2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: mercuric cyanide; mercuric bromide / nitromethane; benzene / 36 h / 35 - 40 °C

2: 0.77 g / aq. AcOH / 2 h / 8 °C

3: 89 percent / pyridine / 20 °C

4: 0.5 g / H₂ / Pd/C / acetic acid / 20 °C

5: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

6: 81 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / -10 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen; mercury(II) cyanide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; mercury dibromide; palladium on activated charcoal; In nitromethane; dichloromethane; acetic acid; benzene;
DOI:10.1016/S0008-6215(00)00200-7

Reference yield:

: 316810-15-8
benzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-β-D-galactopyranoside

: 316810-18-1
2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / pyridine / 20 °C

2: 0.5 g / H₂ / Pd/C / acetic acid / 20 °C

3: 82 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

4: 81 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / -10 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In dichloromethane; acetic acid;
DOI:10.1016/S0008-6215(00)00200-7