2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol

Base Information

Chemical Name:2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol
CAS No.:155101-41-0
Molecular Formula:C₄₆H₅₁NO₇
Molecular Weight:729.913
Hs Code.:

Synonyms:2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol

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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 2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol

There total 8 articles about 2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol 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: 69.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 155101-40-9
7-amino-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol

: 155101-41-0
2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol

Guidance literature:: With triethylamine; In 1,4-dioxane; for 4h; Ambient temperature;
DOI:10.1016/0008-6215(93)84163-Z

Reference yield:

: 113019-43-5
2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose

: 155101-41-0
2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol

Guidance literature:: Multi-step reaction with 5 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

4: 56 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

5: 69 percent / Et₃N / dioxane / 4 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; triethylamine; tetramethylguanidinum azide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84163-Z

Reference yield:

: phenylmagnesium bromide

: 155101-41-0
2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-tert-butoxycarbonylamino-7-deoxy-7-C-phenyl-D-erythro-L-gulo-heptitol

Guidance literature:: Multi-step reaction with 5 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

4: 56 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

5: 69 percent / Et₃N / dioxane / 4 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; triethylamine; tetramethylguanidinum azide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84163-Z