2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol

Base Information

Chemical Name:2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol
CAS No.:155101-38-5
Molecular Formula:C₄₁H₄₁N₃O₅
Molecular Weight:655.794
Hs Code.:

Synonyms:2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol

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Chemical Property of 2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol

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Technology Process of 2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol

There total 5 articles about 2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol 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: 20.0%

: 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-O-methanesulfonyl-1-C-phenyl-D-erythro-L-ido-heptitol

: 155101-38-5
2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol

Guidance literature:: With tetramethylguanidinum azide; In N,N-dimethyl-formamide; at 70 ℃; for 168h;
DOI:10.1016/0008-6215(93)84163-Z

Reference yield:

: phenylmagnesium bromide

: 155101-38-5
2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl ether / 0.5 h / 35 °C

2: 55 percent / 4-dimethylaminopyridine / CCl₄ / 144 h / 50 °C

3: 20 percent / tetramethylguanidinium azide / dimethylformamide / 168 h / 70 °C

With dmap; tetramethylguanidinum azide; In tetrachloromethane; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84163-Z

Reference yield:

: 79258-16-5
2,6-anhydro-1,3,4,5-tetra-O-benzyl-D-glycero-L-gulo-heptitol

: 155101-38-5
2,6-anhydro-7-azido-1,3,4,5,-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-guloheptitol

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride, Me₂SO / CH₂Cl₂ / 0.25 h

2: diethyl ether / 0.5 h / 35 °C

3: 55 percent / 4-dimethylaminopyridine / CCl₄ / 144 h / 50 °C

4: 20 percent / tetramethylguanidinium azide / dimethylformamide / 168 h / 70 °C

With dmap; oxalyl dichloride; dimethyl sulfoxide; tetramethylguanidinum azide; In tetrachloromethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84163-Z