4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan

Base Information

Chemical Name:4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan
CAS No.:1253227-74-5
Molecular Formula:C₃₁H₃₄O₁₄
Molecular Weight:630.603
Hs Code.:

Synonyms:4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan

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Chemical Property of 4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan

Chemical Property:

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Technology Process of 4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan

There total 5 articles about 4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan 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:

: C₃₇H₄₈O₁₄Si

: 1253227-74-5
4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan

Guidance literature:: With pyridine hydrogenfluoride; at 0 ℃;
DOI:10.1016/j.tet.2021.132216

Reference yield:

: 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

: 1253227-74-5
4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C

2: triethylamine / tetrahydrofuran / 0 °C

3: sodium tetrahydroborate / tetrahydrofuran; water / -5 - 0 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / 25 °C / Inert atmosphere; Molecular sieve; Cooling

5: pyridine hydrogenfluoride / 0 °C

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2021.132216

Reference yield:

: 679398-75-5
2-(4-hydroxyphenyl)-5-hydroxy-7-(tert-butyldimethylsiloxy)chroman-4-one

: 1253227-74-5
4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5,7-dihydroxyflavan

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / 0 °C

2: sodium tetrahydroborate / tetrahydrofuran; water / -5 - 0 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / 25 °C / Inert atmosphere; Molecular sieve; Cooling

4: pyridine hydrogenfluoride / 0 °C

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2021.132216