1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose

Base Information

Chemical Name:1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose
CAS No.:163356-89-6
Molecular Formula:C₂₉H₃₅NO₆SSi
Molecular Weight:553.751
Hs Code.:

Synonyms:1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose

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Chemical Property of 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose

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Technology Process of 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose

There total 4 articles about 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose 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: 74.2%

: 163356-91-0
1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose

: (1R,2S,3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-6,8-dioxa-bicyclo[3.2.1]octane-2,3-diol

: 163356-89-6
1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose

: N-[(1R,2S,3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl]-4-methyl-benzenesulfonamide

Guidance literature:: With osmium(VIII) oxide; water; chloroamine-T; In tert-butyl alcohol; for 18h; Ambient temperature;
DOI:10.1016/0008-6215(94)00298-T

Reference yield: 3.9%

: 127-65-1
chloroamine-T

: 163356-91-0
1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose

: (1R,2S,3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-6,8-dioxa-bicyclo[3.2.1]octane-2,3-diol

: 163356-89-6
1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose

: N-[(1R,2S,3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl]-4-methyl-benzenesulfonamide

Guidance literature:: With osmium(VIII) oxide; water; In tert-butyl alcohol; for 18h; Ambient temperature;
DOI:10.1016/0008-6215(94)00298-T

Reference yield:

: 50705-28-7
1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose

: 163356-89-6
1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

2: 74.2 percent / OsO₄, H₂O, chloramine T*3H₂O / 2-methyl-propan-2-ol / 18 h / Ambient temperature

With 1H-imidazole; osmium(VIII) oxide; water; chloroamine-T; In N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/0008-6215(94)00298-T