benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside
CAS No.:1053637-09-4
Molecular Formula:C₃₉H₄₇O₉P
Molecular Weight:690.771
Hs Code.:

Synonyms:benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-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(1'-hydroxy)methyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

There total 7 articles about benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-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:

: 762-04-9
phosphonic acid diethyl ester

: 291528-02-4
benzyl 6-deoxy-6-formyl-2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 1053637-09-4
benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

: benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.166667h;
DOI:10.1021/jo000220v

Reference yield:

: 27851-29-2
benzyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 1053637-09-4
benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1.5 h / -40 °C

2: 94 percent / n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 0.17 h / -78 °C

3: 88 percent / CaCO₃; Hg(ClO₄)2 / tetrahydrofuran; H₂O / 5 h / 20 °C

4: LiHMDS / tetrahydrofuran / 0.17 h / -78 °C

With n-butyllithium; 2,6-di-tert-butyl-4-methylpyridine; mercury(II) perchlorate; calcium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; 1: sulfonylation / 2: Substitution / 3: Ring cleavage / 4: Addition;
DOI:10.1021/jo000220v

Reference yield:

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

: 1053637-09-4
benzyl 6-deoxy-6-[diethylphosphono(1'-hydroxy)methyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 0.17 h / -78 °C

2: 88 percent / CaCO₃; Hg(ClO₄)2 / tetrahydrofuran; H₂O / 5 h / 20 °C

3: LiHMDS / tetrahydrofuran / 0.17 h / -78 °C

With n-butyllithium; mercury(II) perchlorate; calcium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; water; 1: Substitution / 2: Ring cleavage / 3: Addition;
DOI:10.1021/jo000220v