2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

Base Information

Chemical Name:2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol
CAS No.:122821-83-4
Molecular Formula:C₃₂H₄₀O₄Si
Molecular Weight:516.753
Hs Code.:

Synonyms:2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

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Chemical Property of 2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

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Technology Process of 2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

There total 7 articles about 2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol 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:

: 122821-81-2
2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-4,5-O-isopropylidene-D-altro-non-8-enitol

: 122821-83-4
2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / CH₂Cl₂ / 1 h / 0 °C

2: 1.) nBu₂SnO, 2.) nBu₄NBr / 1.) MeOH, 60 deg C, 1 h, 2.) C₆H₆, 80 deg C, 5 h

With 1H-imidazole; tetrabutylammomium bromide; di(n-butyl)tin oxide; In dichloromethane;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<628::AID-CHEM628>3.0.CO;2-E

Reference yield:

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

: 122821-83-4
2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

Guidance literature:: Multi-step reaction with 5 steps

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

2: 92 percent / toluene / 3 h / Heating

3: 72 percent / n-Bu₃SnH, AIBN / toluene / 3 h / 110 °C

4: 72 percent / amberlyst-15 (H+) / methanol / 4 h / 60 °C

5: 1.) n-Bu₂SnO / 1.) MeOH, 60 deg C, 1 h, 2.) DMF, 100 deg C, 4 h

With 2,2'-azobis(isobutyronitrile); Amberlyst-15 (H+); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; In methanol; toluene;
DOI:10.1021/ja00199a031

Reference yield:

: 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

: 122821-83-4
2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / toluene / 3 h / Heating

2: 72 percent / n-Bu₃SnH, AIBN / toluene / 3 h / 110 °C

3: 72 percent / amberlyst-15 (H+) / methanol / 4 h / 60 °C

4: 1.) n-Bu₂SnO / 1.) MeOH, 60 deg C, 1 h, 2.) DMF, 100 deg C, 4 h

With 2,2'-azobis(isobutyronitrile); Amberlyst-15 (H+); tri-n-butyl-tin hydride; di(n-butyl)tin oxide; In methanol; toluene;
DOI:10.1021/ja00199a031