2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

Base Information

Chemical Name:2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol
CAS No.:1101199-97-6
Molecular Formula:C₄₆H₅₀O₅Si
Molecular Weight:710.986
Hs Code.:

Synonyms:2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

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Chemical Property of 2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

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Technology Process of 2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

There total 2 articles about 2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol 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: 87.0%

: 1101199-96-5
1-O-acetyl-2,6-anhydro-3,4,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1101199-97-6
2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

Guidance literature:: 1-O-acetyl-2,6-anhydro-3,4,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol; With potassium hydroxide; In ethanol; at 20 ℃; for 1h;

In ethanol; at 20 ℃;

tert-butylchlorodiphenylsilane; With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 ℃; Inert atmosphere;
DOI:10.1002/anie.200803696

Reference yield:

: 1101199-95-4
2,6-anhydro-1,3,4,5-tetra-O-benzyl-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

: 1101199-97-6
2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: zinc(II) chloride; acetic acid / 0.75 h / 0 °C / Inert atmosphere

2.1: potassium hydroxide / ethanol / 1 h / 20 °C

2.2: 2 h / 0 °C / Inert atmosphere

With acetic acid; potassium hydroxide; zinc(II) chloride; In ethanol;
DOI:10.1002/chem.201301230

Reference yield: 64.0%

: 1101199-97-6
2,6-anhydro-3,4,5-tri-O-benzyl-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-D-glycero-L-gulo-non-7-ynitol

: 1101200-00-3
4,8-anhydro-5,6,7-tri-O-benzyl-9-O-tert-butyldiphenylsilyl-1-deoxy-D-glycero-D-idonono-2,3-diulose

Guidance literature:: With sodium periodate; ruthenium (IV) oxide monohydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 1h; Darkness;
DOI:10.1002/anie.200803696