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

Base Information

Chemical Name: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
CAS No.:99212-58-5
Molecular Formula:C₆₈H₆₇N₃O₁₂
Molecular Weight:1118.29
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 14 articles about 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 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: 75.0%

: 99212-85-8
methyl 2,3-di-O-benzoyl-6,7,8,9,10,11-hexa-O-benzyl-4-(methylsulfonyl)-D-glycero-D-galacto-α-D-galacto-undecapyranoside

: 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

Guidance literature:: With tetrabutylammoniun azide; In toluene; at 85 ℃;
DOI:10.1021/ja00311a090

Reference yield:

: 98-88-4
benzoyl chloride

: 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

Guidance literature:: Multi-step reaction with 3 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

With pyridine; tetrabutylammoniun azide; dmap; In pyridine; dichloromethane; toluene;
DOI:10.1021/ja00188a038

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

: 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

Guidance literature:: Multi-step reaction with 3 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

With pyridine; tetrabutylammoniun azide; dmap; In pyridine; dichloromethane; toluene;
DOI:10.1021/ja00188a038