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

Base Information

Chemical Name:phenyl 2,3-di-O-benzyl-4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside
CAS No.:461026-11-9
Molecular Formula:C₃₄H₃₄F₂O₆
Molecular Weight:576.637
Hs Code.:

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

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Chemical Property of phenyl 2,3-di-O-benzyl-4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

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Technology Process of phenyl 2,3-di-O-benzyl-4-deoxy-4,4-difluoro-6-O-para-methoxybenzyl-β-D-xylo-hexopyranoside

There total 6 articles about phenyl 2,3-di-O-benzyl-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: 88.0%

: 461026-10-8
phenyl 2,3-di-O-benzyl-6-O-para-methoxybenzyl-β-D-xylo-hexopyranosid-4-ulose

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

Guidance literature:: With methyl diethylaminosulfur trifluoride; In dichloromethane; at -30 - 20 ℃;
DOI:10.1021/ja020627c

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

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

Guidance literature:: Multi-step reaction with 5 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

With methyl diethylaminosulfur trifluoride; acetic anhydride; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja020627c

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With methyl diethylaminosulfur trifluoride; acetic anhydride; sodium hydride; sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja020627c