benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

Base Information

Chemical Name:benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate
CAS No.:1421868-61-2
Molecular Formula:C₄₅H₄₈O₁₀
Molecular Weight:748.87
Hs Code.:

Synonyms:benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

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Chemical Property of benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

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Technology Process of benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

There total 9 articles about benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate 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: 94.0%

: 1421868-60-1
benzyl (1-O-(tert-butyldiphenylsilyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

: 1421868-61-2
benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; Inert atmosphere;
DOI:10.1021/jo302508e

Reference yield:

: 544686-85-3
2-O-(4-methoxybenzyl)-1-O-(tert-butyldiphenylsilyl)-sn-glycerol

: 1421868-61-2
benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 5 steps

1: tetra-(n-butyl)ammonium iodide; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 144 h / 20 °C / Molecular sieve; Inert atmosphere

2: sodium methylate / methanol; dichloromethane

3: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / water; dichloromethane / 3 h / 20 °C

4: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 2 h / 20 °C

5: pyridine hydrogenfluoride / tetrahydrofuran / Inert atmosphere

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; sodium methylate; tetra-(n-butyl)ammonium iodide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo302508e

Reference yield:

: 866454-44-6
(2R)-3-[(tert-butyldiphenylsilyl)oxy]-2-(4-methoxybenzyloxy)propanal

: 1421868-61-2
benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium tetrahydroborate / water; ethanol / 2 h / 0 °C

2: tetra-(n-butyl)ammonium iodide; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 144 h / 20 °C / Molecular sieve; Inert atmosphere

3: sodium methylate / methanol; dichloromethane

4: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / water; dichloromethane / 3 h / 20 °C

5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 2 h / 20 °C

6: pyridine hydrogenfluoride / tetrahydrofuran / Inert atmosphere

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium tetrahydroborate; [bis(acetoxy)iodo]benzene; sodium methylate; tetra-(n-butyl)ammonium iodide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo302508e