1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose
CAS No.:115435-09-1
Molecular Formula:C₂₆H₃₆O₇SSi
Molecular Weight:520.719
Hs Code.:

Synonyms:1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose

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Chemical Property of 1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose

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Technology Process of 1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose

There total 1 articles about 1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose 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: 97.0%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 115435-09-1
1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃; for 12h;
DOI:10.1016/0008-6215(87)80256-2

Reference yield: 96.0%

: 115435-09-1
1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose

: 115435-10-4
1,6-anhydro-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 50 ℃; for 7h;
DOI:10.1016/0008-6215(87)80256-2

Reference yield:

: 115435-09-1
1,6-anhydro-4-O-benzyl-3-O-tert-butyldimethylsylil-2-O-p-tolylsulfonyl-β-D-glucopyranose

: 115435-13-7
1,6-anhydro-3-O-tert-butyldimethylsylil-4-deoxy-4-C-(hydroxymethy)-2-O-p-tolylsulfonyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / H₂ / Pd/C / ethanol / 7 h / 50 °C

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

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

4: 1.) B₂H₆; 2.) NaOH, H₂O₂ / 1.) THF, 0 deg C, 5 h; 2.) 1 h, RT

With sodium hydroxide; n-butyllithium; molecular sieve; hydrogen; dihydrogen peroxide; pyridinium chlorochromate; diborane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/0008-6215(87)80256-2