benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

Base Information

Chemical Name:benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside
CAS No.:732296-49-0
Molecular Formula:C₅₈H₆₅NO₁₆
Molecular Weight:1032.15
Hs Code.:

benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

Synonyms:benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

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Chemical Property of benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

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Technology Process of benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

There total 8 articles about benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside 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: 89.0%

: 112929-24-5,112929-25-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(allyloxycarbonylamino)-β-D-glucopyranose

: 111570-49-1
benzyl 2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

: 732296-49-0
benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 18h;
DOI:10.1246/cl.2004.696

Reference yield:

: 100-39-0
benzyl bromide

: 732296-49-0
benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide

2: aq. HCl / methanol

3: 89 percent / TMSOTf / CH₂Cl₂ / 18 h / -30 °C

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/cl.2004.696

Reference yield:

: 116302-67-1
2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl bromide

: 732296-49-0
benzyl-7-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl)-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: AgOTf; tetramethylurea / 10 °C

2: MeONa / methanol

3: imidazole

4: NaH / dimethylformamide

5: aq. HCl / methanol

6: 89 percent / TMSOTf / CH₂Cl₂ / 18 h / -30 °C

With 1H-imidazole; hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In methanol; dichloromethane; N,N-dimethyl-formamide; 2: Zemplen deacetylation;
DOI:10.1246/cl.2004.696