4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol

Base Information

Chemical Name:4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol
CAS No.:851392-47-7
Molecular Formula:C₄₂H₆₂O₇Si₂
Molecular Weight:735.121
Hs Code.:

Synonyms:4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol

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Chemical Property of 4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol

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Technology Process of 4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol

There total 7 articles about 4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol 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: 61.0%

: 851392-46-6
(2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(p-methoxyphenyl)silyl)propyl]tetrahydropyran

: 851392-47-7
4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol

Guidance literature:: With peracetic acid; sodium acetate; acetic acid; sulfuric acid; potassium bromide; at 0 - 20 ℃; for 14h;
DOI:10.1016/j.tet.2005.02.025

Reference yield: 36.0%

: 851392-45-5
(2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran

: 851392-47-7
4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol

Guidance literature:: With peracetic acid; sodium acetate; acetic acid; sulfuric acid; potassium bromide;
DOI:10.1016/j.tet.2005.02.025

Reference yield:

: 288584-99-6
phenyl 3,4-bis-O-tert-butyldimethylsilyl-6-O-trityl-1-seleno-β-D-glucose

: 851392-47-7
4,8-anhydro-4-O-acetyl-6,7-di-O-(tert-butyl(dimethyl)silyl)-9-O-triphenylmethyl-2,3-dideoxy-D-glycero-D-ido-nonitol

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / pyridine; molecular sieves 3 Angstroem / 1 h / 20 °C

2: 97 percent / Bu₃SnH; AIBN / benzene / 2 h / Heating

3: tetrahydrofuran; diethyl ether / 0.08 h / -20 °C

4: pyridine / 12 h / 20 °C

5: 61 percent / AcOOH; AcONa; AcOH / KBr; H₂SO₄ / 14 h / 0 - 20 °C

With pyridine; peracetic acid; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; tri-n-butyl-tin hydride; sodium acetate; acetic acid; sulfuric acid; potassium bromide; In tetrahydrofuran; diethyl ether; benzene; 5: Fleming oxidation;
DOI:10.1016/j.tet.2005.02.025