methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside

Base Information

Chemical Name:methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside
CAS No.:118893-81-5
Molecular Formula:C₅₈H₆₃N₃O₁₂
Molecular Weight:994.151
Hs Code.:

Synonyms:methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside

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Chemical Property of methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside

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Technology Process of methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside

There total 15 articles about methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside 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:

: 99212-56-3,119007-12-4
(2S,3R,4S,5R)-2-((1R,2S,3S,4R,5R)-1,2,3,4,5,6-Hexakis-benzyloxy-hexyl)-6-methoxy-tetrahydro-pyran-3,4,5-triol

: 118893-81-5
methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 57 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

2: 96 percent / N,N-(dimethylamino)pyridine / pyridine / 5 h / Ambient temperature

3: 75 percent / tetrabutylammonium azide / toluene / 32 h / 110 °C

4: 95 percent / potassium carbonate / methanol / 12 h / Ambient temperature

5: 99 percent / triethylamine / DMAP / CH₂Cl₂ / 12 h / Ambient temperature

With pyridine; tetrabutylammoniun azide; potassium carbonate; triethylamine; dmap; In pyridine; methanol; dichloromethane; toluene;
DOI:10.1021/ja00188a038

Reference yield:

: 99212-57-4
methyl 2,3-di-O-benzoyl-6,7,8,9,10,11-hexa-O-benzyl-D-glycero-D-galacto-α-D-galacto-undecapyranoside

: 118893-81-5
methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / N,N-(dimethylamino)pyridine / pyridine / 5 h / Ambient temperature

2: 75 percent / tetrabutylammonium azide / toluene / 32 h / 110 °C

3: 95 percent / potassium carbonate / methanol / 12 h / Ambient temperature

4: 99 percent / triethylamine / DMAP / CH₂Cl₂ / 12 h / Ambient temperature

With tetrabutylammoniun azide; potassium carbonate; triethylamine; dmap; In pyridine; methanol; dichloromethane; toluene;
DOI:10.1021/ja00188a038

Reference yield:

: 99212-58-5
methyl 4-azido-2,3-di-O-benzoyl-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside

: 118893-81-5
methyl 2,3-di-O-acetyl-4-azido-6,7,8,9,10,11-hexa-O-benzyl-4-deoxy-D-glycero-D-galacto-α-D-gluco-undecapyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / potassium carbonate / methanol / 12 h / Ambient temperature

2: 99 percent / triethylamine / DMAP / CH₂Cl₂ / 12 h / Ambient temperature

With potassium carbonate; triethylamine; dmap; In methanol; dichloromethane;
DOI:10.1021/ja00188a038