benzyl 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside
CAS No.:352439-06-6
Molecular Formula:C₃₉H₄₆FO₈P
Molecular Weight:692.762
Hs Code.:

Synonyms:benzyl 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-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 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of benzyl 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

There total 11 articles about benzyl 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-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: 47.0%

: 352439-10-2
benzyl 6-deoxy-6-[(diethylphosphono)-(S)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 352439-06-6
benzyl 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With acetic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃;
DOI:10.1021/jo000220v

Reference yield:

: 352438-95-0
benzyl 6-deoxy-6-diethyl-(1'-fluoro-1'-phenylsulfonyl)phosphonomethyl-2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 352439-06-6
benzyl 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 352439-10-2
benzyl 6-deoxy-6-[(diethylphosphono)-(S)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With sodium dihydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; at 20 ℃; for 0.166667h;
DOI:10.1021/ol015983z

Reference yield:

: 151075-88-6
benzyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-β-D-glucopyranoside

: 352439-06-6
benzyl 6-deoxy-6-[(diethylphosphono)-(R)-fluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide; toluene / 0.08 h / -78 °C

1.2: 60 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; toluene / -78 - 20 °C

2.1: Na(Hg); NaH₂PO₄ / tetrahydrofuran; methanol / 0.17 h / 20 °C

With sodium dihydrogenphosphate; sodium amalgam; potassium hexamethylsilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene;
DOI:10.1021/ol015983z