phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

Base Information

Chemical Name:phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside
CAS No.:461026-12-0
Molecular Formula:C₂₀H₂₂F₂O₆
Molecular Weight:396.388
Hs Code.:

Synonyms:phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

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Chemical Property of phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

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Technology Process of phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

There total 7 articles about phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside 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:

: 461026-11-9
phenyl 2,3-di-O-benzyl-4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

: phenyl 4-deoxy-4,4-difluoro-β-D-xylo-hexopyranoside

: 461026-12-0
phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

Guidance literature:: With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; ethyl acetate; under 760.051 Torr;
DOI:10.1021/ja020627c

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 461026-12-0
phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: p-TsOH*H₂O / dimethylformamide / 5 h / 50 °C

2: 8.45 g / NaH / dimethylformamide / 2 h / 20 °C

3: 81 percent / NaCNBH₃; TFA / tetrahydrofuran; CH₂Cl₂ / 19 h / 20 °C

4: 75 percent / Ac₂O / dimethylsulfoxide / 24 h / 20 °C

5: 88 percent / methyl diethylaminosulfur trifluoride / CH₂Cl₂ / -30 - 20 °C

6: H₂; AcOH / Pd/C / ethyl acetate; ethanol / 760.05 Torr

With methyl diethylaminosulfur trifluoride; hydrogen; acetic anhydride; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja020627c

Reference yield:

: 185756-47-2
phenyl 4,6-O-para-methoxybenzylidene-β-D-glucopyranoside

: 461026-12-0
phenyl 4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 8.45 g / NaH / dimethylformamide / 2 h / 20 °C

2: 81 percent / NaCNBH₃; TFA / tetrahydrofuran; CH₂Cl₂ / 19 h / 20 °C

3: 75 percent / Ac₂O / dimethylsulfoxide / 24 h / 20 °C

4: 88 percent / methyl diethylaminosulfur trifluoride / CH₂Cl₂ / -30 - 20 °C

5: H₂; AcOH / Pd/C / ethyl acetate; ethanol / 760.05 Torr

With methyl diethylaminosulfur trifluoride; hydrogen; acetic anhydride; sodium hydride; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja020627c