(S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide

Base Information

Chemical Name:(S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide
CAS No.:960211-47-6
Molecular Formula:C₄₅H₇₂N₂O₃SiSn
Molecular Weight:835.874
Hs Code.:

Synonyms:(S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide

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Chemical Property of (S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide

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Technology Process of (S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide

There total 12 articles about (S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide 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: 91.0%

: 960211-45-4
(S)-2-amino-N-((1Z,6Z)-4-((tert-butyldiphenylsilyl)ox-y)octa-1,6-dien-1-yl)-3,3-dimethylbutanamide

: (Z)-3-tributylstannylpropenoic acid

: 960211-47-6
(S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
DOI:10.1016/j.tet.2021.131953

Reference yield:

: 960211-10-3
(S)-1-((tert-butyldimethylsilyl)oxy)hept-5-yn-3-ol

: 960211-47-6
(S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: dmap / N,N-dimethyl-formamide / 20 °C

2.1: hydrogen / quinoline; Lindlar's catalyst / ethyl acetate / 2 h / 20 °C / 760.05 Torr

3.1: ethanol / pyridinium p-toluenesulfonate / 7 h / 20 °C

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 16 - 18 h / 20 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.03 h / 20 °C

5.2: 1.58 h / -78 - 20 °C

6.1: potassium carbonate / copper(l) iodide; N,N`-dimethylethylenediamine / N,N-dimethyl-formamide / 16 - 18 h / 90 °C

7.1: ethylene glycol / 0.17 - 0.33 h / 200 °C

8.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C

With dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ethanol; [bis(acetoxy)iodo]benzene; hydrogen; sodium hexamethyldisilazane; potassium carbonate; benzotriazol-1-ol; ethylene glycol; N-ethyl-N,N-diisopropylamine; HATU; quinoline; copper(l) iodide; Lindlar's catalyst; pyridinium p-toluenesulfonate; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 960211-38-5
(S,Z)-3-((tert-butyldiphenylsilyl)oxy)hept-5-enal

: 960211-47-6
(S)-N-((S,1Z,6Z)-4-((tert-butyldiphenylsilyl)oxy)octa-1,6-dien-1-yl)-3,3-dimethyl-2-((Z)-3-(tributylstannyl)acrylamido)butanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.03 h / 20 °C

1.2: 1.58 h / -78 - 20 °C

2.1: potassium carbonate / copper(l) iodide; N,N`-dimethylethylenediamine / N,N-dimethyl-formamide / 16 - 18 h / 90 °C

3.1: ethylene glycol / 0.17 - 0.33 h / 200 °C

4.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C

With sodium hexamethyldisilazane; potassium carbonate; benzotriazol-1-ol; ethylene glycol; N-ethyl-N,N-diisopropylamine; HATU; copper(l) iodide; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;