benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

Base Information

Chemical Name:benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate
CAS No.:1421868-65-6
Molecular Formula:C₆₄H₈₄O₁₁
Molecular Weight:1029.36
Hs Code.:

Synonyms:benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

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Chemical Property of benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

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Technology Process of benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

There total 10 articles about benzyl (1-O-((R)-10-methylstearyl)-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: 63.0%

: 133398-13-7,80508-15-2
(R)-10-methyloctadecanoic acid

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

: 1421868-65-6
benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

Guidance literature:: (R)-10-methyloctadecanoic acid; benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate; With 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 0.333333h; Inert atmosphere;

With dmap; In N,N-dimethyl-formamide; at 50 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jo302508e

Reference yield:

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

: 1421868-65-6
benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: sodium methylate / methanol; dichloromethane

3.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / water; dichloromethane / 3 h / 20 °C

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

5.1: pyridine hydrogenfluoride / tetrahydrofuran / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere

6.2: 24 h / 50 °C / Inert atmosphere

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; 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; N,N-dimethyl-formamide;
DOI:10.1021/jo302508e

Reference yield:

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

: 1421868-65-6
benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 7 steps

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

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

3.1: sodium methylate / methanol; dichloromethane

4.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / water; dichloromethane / 3 h / 20 °C

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

6.1: pyridine hydrogenfluoride / tetrahydrofuran / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere

7.2: 24 h / 50 °C / Inert atmosphere

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium tetrahydroborate; [bis(acetoxy)iodo]benzene; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; 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; N,N-dimethyl-formamide;
DOI:10.1021/jo302508e