1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose

Base Information

Chemical Name:1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose
CAS No.:115435-12-6
Molecular Formula:C₂₀H₃₀O₆SSi
Molecular Weight:426.606
Hs Code.:

Synonyms:1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose

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Chemical Property of 1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose

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Technology Process of 1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose

There total 5 articles about 1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose 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: 75.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 115435-11-5
1,6-anhydro-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranos-4-ulose

: 115435-12-6
1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose

Guidance literature:: With n-butyllithium; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1016/0008-6215(87)80256-2

Reference yield:

: 20183-65-7
1,6-anhydro-4-O-benzyl-2-O-(4-toluenesulfonyl)-β-D-glucopyranose

: 115435-12-6
1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / imidazole / dimethylformamide / 12 h / 50 °C

2: 96 percent / H₂ / Pd/C / ethanol / 7 h / 50 °C

3: 88 percent / molecular sieves, PCC / CH₂Cl₂ / 2 h / Ambient temperature

4: 75 percent / BuLi / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; n-butyllithium; molecular sieve; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80256-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 115435-12-6
1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-C-methylene-2-O-p-tolylsulfonyl-β-D-xylo-hexopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / imidazole / dimethylformamide / 12 h / 50 °C

2: 96 percent / H₂ / Pd/C / ethanol / 7 h / 50 °C

3: 88 percent / molecular sieves, PCC / CH₂Cl₂ / 2 h / Ambient temperature

4: 75 percent / BuLi / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; n-butyllithium; molecular sieve; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80256-2