2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate

Base Information

Chemical Name:2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate
CAS No.:122821-80-1
Molecular Formula:C₃₂H₄₀N₂O₅SSi
Molecular Weight:592.832
Hs Code.:

Synonyms:2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate

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Chemical Property of 2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate

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Technology Process of 2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate

There total 4 articles about 2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate 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: 92.0%

: 122821-79-8
2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 122821-80-1
2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate

Guidance literature:: In toluene; for 3h; Heating;
DOI:10.1021/ja00199a031

Reference yield:

: 122821-78-7
(2R,3S,4R,5S,6R)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3,4,5-triol

: 122821-80-1
2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate

Guidance literature:: Multi-step reaction with 2 steps

1: camphorsulfonic acid (CSA) / 1 h / 0 °C

2: 92 percent / toluene / 3 h / Heating

With camphor-10-sulfonic acid; In toluene;
DOI:10.1021/ja00199a031

Reference yield:

: 122920-03-0
2,6-Anhydro-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

: 122821-80-1
2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-7,8,9-trideoxy-4,5-O-isopropylidene-D-glycero-D-manno-non-8-enitol imidazole-1-carbothioate

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 0.5 h / 0 °C

2: camphorsulfonic acid (CSA) / 1 h / 0 °C

3: 92 percent / toluene / 3 h / Heating

With 1H-imidazole; camphor-10-sulfonic acid; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00199a031