[3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester

Base Information

Chemical Name:[3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester
CAS No.:915194-01-3
Molecular Formula:C₁₇H₃₆N₂O₅Si
Molecular Weight:376.569
Hs Code.:

Synonyms:[3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester

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Chemical Property of [3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester

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Technology Process of [3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester

There total 1 articles about [3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester 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:

: 40856-59-5,132957-40-5
tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

: 915194-01-3
[3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: dimethylaluminum chloride / hexanes; dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 6 h / 0 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; dimethylaluminum chloride; In hexanes; dichloromethane;
DOI:10.1021/jo300205b

Reference yield:

: 915194-01-3
[3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester

: 915194-03-5
(3S)-tert-butoxycarbonylamino-4-oxooct-7-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 55 percent / tetrahydrofuran / 4 h / -78 - 20 °C

2.1: 87 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

3.1: 71 percent / PDC / dimethylformamide / 3 h / 20 °C

4.1: aq. Cs₂CO₃ / methanol

4.2: 86 percent / dimethylformamide / 4.5 h / 20 °C

With dipyridinium dichromate; tetrabutyl ammonium fluoride; caesium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.07.059

Reference yield:

: 915194-01-3
[3-(tert-butyldimethylsilanyloxy)-(1S)-(N-methoxy-N-methylcarbamoyl)propyl]carbamic acid tert-butyl ester

: 1370043-53-0
benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

: 1370043-61-0
benzyl (benzyl)((2S)-2-((tert-butoxycarbonyl)amino)-4-((tertbutyldimethylsilyl)oxy)-1-cyanobutyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

2.1: magnesium sulfate / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

3.1: sodium hydrogencarbonate / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

4.1: indium(III) chloride; Acetaldehyde oxime / toluene / 4 h / 70 °C / Inert atmosphere

With indium(III) chloride; lithium aluminium tetrahydride; Acetaldehyde oxime; sodium hydrogencarbonate; magnesium sulfate; In tetrahydrofuran; dichloromethane; water; toluene; 2.1: Strecker reaction / 2.2: Strecker reaction;
DOI:10.1021/jo300205b