(2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate

Base Information

Chemical Name:(2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate
CAS No.:1403986-86-6
Molecular Formula:C₂₉H₄₃NO₅Si
Molecular Weight:513.75
Hs Code.:

Synonyms:(2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate

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Chemical Property of (2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate

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Technology Process of (2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate

There total 5 articles about (2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate 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: 60.0%

: 2374-55-2
acrylic acid p-tolyl ester

: 1403986-85-5
(3S,4S,5R,6R,E)-6-((dimethyl)(1,1-dimethylethyl)silyloxy)-3,5,7-trimethyl-8-(2-methyloxazol-4-yl)octa-1,7-dien-4-ol

: 1403986-86-6
(2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; In toluene; at 55 ℃; for 20h; Inert atmosphere;
DOI:10.1021/ol3026523

Reference yield:

: C₁₈H₃₁NO₃Si

: 1403986-86-6
(2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: hexane / 17 h / 0 - 20 °C / Inert atmosphere

1.2: 4 h / Inert atmosphere

2.1: Hoveyda-Grubbs catalyst second generation / toluene / 20 h / 55 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; In hexane; toluene;
DOI:10.1021/ol3026523

Reference yield:

: C₁₈H₃₃NO₃Si

: 1403986-86-6
(2E,4S,5S,6R,7R,8E)-p-tolyl 7-((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2.1: hexane / 17 h / 0 - 20 °C / Inert atmosphere

2.2: 4 h / Inert atmosphere

3.1: Hoveyda-Grubbs catalyst second generation / toluene / 20 h / 55 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; Dess-Martin periodane; In hexane; dichloromethane; toluene;
DOI:10.1021/ol3026523