methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside

Base Information

Chemical Name:methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside
CAS No.:222185-68-4
Molecular Formula:C₃₇H₄₁N₃O₆
Molecular Weight:623.749
Hs Code.:

Synonyms:methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside

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Technology Process of methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside

There total 6 articles about methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside 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: 94.0%

: 222185-66-2
methyl 2,3,4,6-tetra-O-benzyl-7-deoxy-8-O-methanesulfonyl-D-glycero-α-D-gluco-octopyranoside

: 222185-68-4
methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1016/S0040-4020(98)01218-6

Reference yield:

: 100-39-0
benzyl bromide

: 222185-68-4
methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMF, room temperature, 2.) DMF, room temperature

2: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

3: 97 percent / DMAP / pyridine / -10 °C

4: 94 percent / NaN₃ / dimethylformamide / 60 °C

With dmap; sodium azide; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)01218-6

Reference yield:

: 222185-54-8
methyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

: 222185-68-4
methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-α-D-gluco-octopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95.3 percent / imidazole / dimethylformamide / Ambient temperature

2: 1.) NaH / 1.) DMF, room temperature, 2.) DMF, room temperature

3: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

4: 97 percent / DMAP / pyridine / -10 °C

5: 94 percent / NaN₃ / dimethylformamide / 60 °C

With 1H-imidazole; dmap; sodium azide; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)01218-6