benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside
CAS No.:161955-15-3
Molecular Formula:C₂₆H₃₅F₃O₁₁S
Molecular Weight:612.619
Hs Code.:

Synonyms:benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside

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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 benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside

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Technology Process of benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside

There total 6 articles about benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside 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: 84.0%

: 3396-11-0
cesium acetate

: 161955-14-2
benzyl 3,6-di-O-pivaloyl-2,4-bis(O-trifluoromethylsulfonyl)-β-D-galactopyranoside

: 161955-15-3
benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside

Guidance literature:: With 18-crown-6 ether; In toluene; Ambient temperature;
DOI:10.1246/cl.1995.39

Reference yield:

: 10343-13-2,30657-70-6,31281-76-2,53729-76-3,142696-63-7,83113-54-6
benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 161955-15-3
benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / NaOMe; methanol / pH 9

2.1: bis(tributyltin) oxide / toluene / 3 h / Heating

2.2: 86 percent / toluene / 24 h / 0 - 20 °C

3.1: 98 percent / pyridine / CH₂Cl₂ / -19 - 20 °C

4.1: 84 percent / 18-crown-6 / toluene / 6 h / 20 °C

With pyridine; methanol; 18-crown-6 ether; sodium methylate; bis(tri-n-butyltin)oxide; In dichloromethane; toluene; 1.1: Deacetylation / 2.1: Condensation / 2.2: Acylation / 3.1: sulfonylation / 4.1: Substitution;
DOI:10.1246/bcsj.70.885

Reference yield:

: 161955-13-1
benzyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

: 161955-15-3
benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / pyridine / CH₂Cl₂ / -19 - 20 °C

2: 84 percent / 18-crown-6 / toluene / 6 h / 20 °C

With pyridine; 18-crown-6 ether; In dichloromethane; toluene; 1: sulfonylation / 2: Substitution;
DOI:10.1246/bcsj.70.885