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

Base Information

Chemical Name:2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
CAS No.:316810-26-1
Molecular Formula:C₃₈H₄₂N₄O₁₃
Molecular Weight:762.77
Hs Code.:

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

There total 5 articles about 2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-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: 48.0%

: 316810-22-7
2-naphthylmethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

: 3068-34-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

: 316810-26-1
2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: With mercury(II) cyanide; mercury dibromide; In nitromethane; benzene; at 40 ℃; for 0.5h;
DOI:10.1016/S0008-6215(00)00200-7

Reference yield:

: 1592-38-7
2-Naphthalenemethanol

: 316810-26-1
2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / TMS triflate / CH₂Cl₂ / 0.5 h / -20 °C

2: 1 g / NaOMe / methanol

3: 83 percent / p-toluenesulfonic acid / dimethylformamide / 5 h / 20 °C

4: 48 percent / mercuric cyanide; mercuric bromide / nitromethane; benzene / 0.5 h / 40 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; mercury dibromide; In methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(00)00200-7

Reference yield:

: 83025-11-0
3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl trichloroacetimidate

: 316810-26-1
2-naphthylmethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / TMS triflate / CH₂Cl₂ / 0.5 h / -20 °C

2: 1 g / NaOMe / methanol

3: 83 percent / p-toluenesulfonic acid / dimethylformamide / 5 h / 20 °C

4: 48 percent / mercuric cyanide; mercuric bromide / nitromethane; benzene / 0.5 h / 40 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; mercury dibromide; In methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(00)00200-7