((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester
CAS No.:405150-71-2
Molecular Formula:C₃₄H₅₃NO₆Si
Molecular Weight:599.883
Hs Code.:

((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Synonyms:((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of ((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of ((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

There total 5 articles about ((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl 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: 91.0%

: 405150-70-1
[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-1-enyl]-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

: 405150-71-2
((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; at 20 ℃;
DOI:10.1021/ol017092x

Reference yield:

: tributyl((1E,3S,4S,5R,6S,7E)-4,6-dimethoxy-3,5-dimethyl-8-phenylocta-1,7-dienyl)stannane

: 405150-71-2
((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / Ph₃As; NMP / Pd(dba)3

2.1: LiOH / tetrahydrofuran; H₂O

3.1: NaH

3.2: COCl₂

4.1: NaHMDS / tetrahydrofuran / -78 °C

5.1: 91 percent / HF*pyridine / pyridine; tetrahydrofuran / 20 °C

With 1-methyl-pyrrolidin-2-one; lithium hydroxide; triphenyl-arsane; sodium hexamethyldisilazane; sodium hydride; pyridine hydrogenfluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; pyridine; water; 1.1: Stille coupling;
DOI:10.1021/ol017092x

Reference yield:

: 443123-81-7
(2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoic acid

: 405150-71-2
((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-((Z)-6-hydroxy-hex-1-enyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH

1.2: COCl₂

2.1: NaHMDS / tetrahydrofuran / -78 °C

3.1: 91 percent / HF*pyridine / pyridine; tetrahydrofuran / 20 °C

With sodium hexamethyldisilazane; sodium hydride; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine;
DOI:10.1021/ol017092x