(2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate

Base Information

Chemical Name:(2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate
CAS No.:1403986-87-7
Molecular Formula:C₂₉H₄₃NO₄SSi
Molecular Weight:529.816
Hs Code.:

Synonyms:(2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate

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Chemical Property of (2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate

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Technology Process of (2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate

There total 5 articles about (2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate 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: 79.0%

: 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

: 872827-92-4
S-(4-methylphenyl) 2-propenethioate

: 1403986-87-7
(2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate

Guidance literature:: With copper(l) iodide; Hoveyda-Grubbs catalyst second generation; In diethyl ether; for 3h; Inert atmosphere; Reflux;
DOI:10.1021/ol3026523

Reference yield:

: C₁₈H₃₁NO₃Si

: 1403986-87-7
(2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate

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: copper(l) iodide; Hoveyda-Grubbs catalyst second generation / diethyl ether / 3 h / Inert atmosphere; Reflux

With copper(l) iodide; Hoveyda-Grubbs catalyst second generation; In diethyl ether; hexane;
DOI:10.1021/ol3026523

Reference yield:

: C₁₈H₃₃NO₃Si

: 1403986-87-7
(2E,4S,5S,6R,7R,8E)-S-p-tolyl 7-((dimethyl)(1,1-dimethylethyl)silyloxy)-5-hydroxy-4,6,8-trimethyl-9-(2-methyloxazol-4-yl)nona-2,8-dienethioate

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: copper(l) iodide; Hoveyda-Grubbs catalyst second generation / diethyl ether / 3 h / Inert atmosphere; Reflux

With copper(l) iodide; Hoveyda-Grubbs catalyst second generation; Dess-Martin periodane; In diethyl ether; hexane; dichloromethane;
DOI:10.1021/ol3026523