(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-6-hydroxy-hex-1-enyl)-amide

Base Information

Chemical Name:(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-6-hydroxy-hex-1-enyl)-amide
CAS No.:443123-83-9
Molecular Formula:C₂₈H₄₁NO₄
Molecular Weight:455.638
Hs Code.:

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

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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-trienoic acid ((Z)-6-hydroxy-hex-1-enyl)-amide

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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-trienoic acid ((Z)-6-hydroxy-hex-1-enyl)-amide

There total 11 articles about (2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-6-hydroxy-hex-1-enyl)-amide 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: 100.0%

: 1036939-05-5
C₃₄H₅₅NO₄Si

: 443123-83-9
(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-6-hydroxy-hex-1-enyl)-amide

Guidance literature:: With tetrabutyl ammonium fluoride;
DOI:10.1016/j.tet.2008.01.139

Reference yield: 96.0%

: 443123-82-8
(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid (2,6-dihydroxy-1-trimethylsilanyl-hexyl)-amide

: 443123-83-9
(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-6-hydroxy-hex-1-enyl)-amide

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;
DOI:10.1016/S0040-4039(02)00289-7

Reference yield:

: 83067-20-3
5-(tert-butyldimethyl-silyloxy)pentan-1-ol

: 443123-83-9
(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-6-hydroxy-hex-1-enyl)-amide

Guidance literature:: Multi-step reaction with 10 steps

1: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / -78 °C

2: PPh₃; Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: nBuLi / tetrahydrofuran / 0.5 h / -78 °C

4: camphorsulfonic acid / methanol; CH₂Cl₂ / 0.5 h / 0 °C

5: H₂ / Lindlar's catalyst / hexane

6: 79 percent / mCPBA / CH₂Cl₂ / 0.75 h / 0 - 20 °C

7: 88 percent / NaN₃; NH₄Cl / methanol; H₂O / 15 h / 0 - 20 °C

8: LiAlH₄ / diethyl ether / 2 h / 0 - 20 °C

9: EDCI; HOBt / CH₂Cl₂ / 5.25 h / 0 - 20 °C

10: 96 percent / NaH / tetrahydrofuran / 1 h / 0 - 20 °C

With lithium aluminium tetrahydride; n-butyllithium; sodium azide; oxalyl dichloride; camphor-10-sulfonic acid; hydrogen; sodium hydride; ammonium chloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 1: Swern oxidation;
DOI:10.1016/S0040-4039(02)00289-7