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

Base Information

• Chemical Name: 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose
• CAS No.: 163356-91-0
• Molecular Formula: C₂₂H₂₆O₃Si
• Molecular Weight: 366.532
• Mol file: 163356-91-0.mol

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

Chemical Property of 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose

There total 1 articles about 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose 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: 100.0%

1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose (50705-28-7) + tert-butylchlorodiphenylsilane (58479-61-1) → 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose (163356-91-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1016/0008-6215(94)00298-T

Reference yield: 74.2%

1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose (163356-91-0) → (1R,2S,3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-6,8-dioxa-bicyclo[3.2.1]octane-2,3-diol + 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose (163356-89-6) + 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%

chloroamine-T (127-65-1) + 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-threo-hex-3-enopyranose (163356-91-0) → (1R,2S,3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-6,8-dioxa-bicyclo[3.2.1]octane-2,3-diol + 1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-4-deoxy-4-p-toluenesulfonamido-β-D-altropyranose (163356-89-6) + 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

upstream raw materials:

1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose

tert-butylchlorodiphenylsilane

Downstream raw materials:

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

1,6-anhydro-4-deoxy-4-p-toluenesulamido-β-D-altropyranose