(4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one

Base Information

Chemical Name:(4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one
CAS No.:1346653-49-3
Molecular Formula:C₃₈H₅₅NO₈Si
Molecular Weight:681.942
Hs Code.:

(4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one

Synonyms:(4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one

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Chemical Property of (4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one

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Technology Process of (4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one

There total 1 articles about (4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one 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: 87.0%

: C₃₇H₅₃NO₈Si

: 420-37-1
trimethoxonium tetrafluoroborate

: 1346653-49-3
(4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one

Guidance literature:: With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.131

Reference yield: 69.0%

: 1346653-49-3
(4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one

: 124-41-4
sodium methylate

: 1346653-57-3
methyl (2S,3R)-4-[(2S,6R)-2-(2-tert-butyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)butyrate

Guidance literature:: With carbonic acid dimethyl ester; In dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.131

Reference yield:

: 1346653-49-3
(4S)-4-benzyl-3-{(2S,3R)-4-[(2S,6R)-2-(2-tertbutyldimethylsilyloxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)-1-oxobutyl}-oxazolidin-2-one

: 1346653-58-4
methyl (2S,3R)-4-[(2S,6R)-(2-hydroxy-1,1-dimethylethyl)-2,3-dihydro-6H-pyran-6-yl]-3-methoxy-2-(4-methoxybenzyloxy)butyrate

Guidance literature:: Multi-step reaction with 2 steps

1: carbonic acid dimethyl ester / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2: hydrogenchloride / methanol; dichloromethane / 20 °C / Inert atmosphere

With hydrogenchloride; carbonic acid dimethyl ester; In methanol; dichloromethane;
DOI:10.1016/j.tet.2011.09.131