tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate
CAS No.:1291083-52-7
Molecular Formula:C₂₈H₄₄N₂O₆Si
Molecular Weight:532.753
Hs Code.:

Synonyms:tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate

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Chemical Property of tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate

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Technology Process of tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate

There total 4 articles about tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate 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:

: C₂₀H₃₈N₂O₄Si

: 501-53-1,94274-21-2
benzyl chloroformate

: 1291083-52-7
tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate

Guidance literature:: With sodium hydrogencarbonate; In methanol; water; toluene; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2011.02.031

Reference yield:

: 1291083-51-6
tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2-yl)-2-nitropentylcarbamate

: 1291083-52-7
tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 0.42 h / -5 °C / Inert atmosphere

2: sodium hydrogencarbonate / methanol; water; toluene / 3 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; sodium hydrogencarbonate; In methanol; water; toluene;
DOI:10.1016/j.tet.2011.02.031

Reference yield:

: 1-(tert-butyldimethylsilyloxy)-4-nitrobutane

: 1291083-52-7
tert-butyl (1S,2S)-5-(tert-butyldimethylsilyloxy)-1-(furan-2'-yl)-2-(Cbz-amino)pentylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: cesiumhydroxide monohydrate; N-benzylquininium chloride / toluene / 40 h / -55 °C / Inert atmosphere

2: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 0.42 h / -5 °C / Inert atmosphere

3: sodium hydrogencarbonate / methanol; water; toluene / 3 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; cesiumhydroxide monohydrate; sodium hydrogencarbonate; N-benzylquininium chloride; In methanol; water; toluene; 1: aza-Henry reaction;
DOI:10.1016/j.tet.2011.02.031