(Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid

Base Information

Chemical Name:(Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid
CAS No.:1036939-06-6
Molecular Formula:C₃₄H₅₁NO₇Si
Molecular Weight:613.867
Hs Code.:

(Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid

Synonyms:(Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid

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Chemical Property of (Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid

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Technology Process of (Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid

There total 7 articles about (Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid 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:

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

: 1036939-06-6
(Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid

Guidance literature:: Multi-step reaction with 7 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

6.1: Dess-Martin periodinane / pyridine

7.1: NaClO₂; NaH₂PO₄

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

Reference yield:

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

: 1036939-06-6
(Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate;
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

: 1036939-06-6
(Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hex-5-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH

1.2: COCl₂

2.1: NaHMDS / tetrahydrofuran / -78 °C

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

4.1: Dess-Martin periodinane / pyridine

5.1: NaClO₂; NaH₂PO₄

With sodium chlorite; sodium dihydrogenphosphate; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine;
DOI:10.1021/ol017092x