3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol

Base Information

Chemical Name:3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol
CAS No.:854654-27-6
Molecular Formula:C₂₇H₃₆O₅Si
Molecular Weight:468.665
Hs Code.:

Synonyms:3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol

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Technology Process of 3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol

There total 1 articles about 3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-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: 62.0%

: 3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-D-glycero-D-galacto-oct-1-enitol

: 77-76-9
2,2-dimethoxy-propane

: 854654-27-6
3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol

Guidance literature:: With toluene-4-sulfonic acid; In acetone;
DOI:10.1016/j.tetasy.2005.02.027

Reference yield: 53.0%

: 854654-27-6
3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol

: 132201-75-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate

: 854654-29-8
(3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2,6-trideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol-6-yl)-2',3',4',6'-tetra-O-benzyl-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 ℃;
DOI:10.1016/j.tetasy.2005.02.027

Reference yield:

: 854654-27-6
3,7-anhydro-8-O-tert-butyldiphenylsilyl-1,2-dideoxy-4,5-di-O-isopropylidene-D-glycero-D-galacto-oct-1-enitol

: 854654-37-8
(3,7-anhydro-1,2,6,8-tetradeoxy-4,5-di-O-isopropylidene-D-galacto-octo-1,7-dienitol-6-yl)-2',3',4',6'-tetra-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 53 percent / molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 0 °C

2: 61 percent / tetrabutylammonium fluoride / tetrahydrofuran / 96 h / 20 °C

3: 83 percent / 4-dimethylaminopyridine; pyridine / 120 h / 20 °C

4: NaBr / dimethylformamide / 70 °C

5: 9 mg / AgF; pyridine / 48 h / 20 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver fluoride; sodium bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4: Finkelstein exchange reaction;
DOI:10.1016/j.tetasy.2005.02.027