(2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid

Base Information

Chemical Name:(2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid
CAS No.:361524-98-3
Molecular Formula:C₅₄H₇₂O₅Si
Molecular Weight:829.248
Hs Code.:

Synonyms:(2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid

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Chemical Property of (2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid

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Technology Process of (2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid

There total 16 articles about (2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic 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:

: 361525-06-6
1-Methoxy-4-[(1R,2S)-2-methyl-1-((S)-1-methyl-but-2-ynyl)-dodecyloxymethyl]-benzene

: 361524-98-3
(2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

1.2: 88 percent / K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran; dimethylformamide; H₂O / 0.5 h / 65 °C

2.1: 94 percent / DIBAL / CH₂Cl₂ / -78 °C

3.1: MnO₂ / CH₂Cl₂

4.1: NaClO₂; aq. NaH₂PO₄ / 2-methyl-propan-2-ol

With manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 1.2: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b

Reference yield:

: 361525-03-3
(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triphenylsilanyloxy-hepta-2,6-dienoic acid ethyl ester

: 361524-98-3
(2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

1.2: 88 percent / K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran; dimethylformamide; H₂O / 0.5 h / 65 °C

2.1: 94 percent / DIBAL / CH₂Cl₂ / -78 °C

3.1: MnO₂ / CH₂Cl₂

4.1: NaClO₂; aq. NaH₂PO₄ / 2-methyl-propan-2-ol

With manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 1.2: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b

Reference yield:

: (E)-3-Hydroxy-5-iodo-2,4-dimethyl-pent-4-enoic acid phenyl ester

: 361524-98-3
(2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid

Guidance literature:: Multi-step reaction with 10 steps

1: imidazole / dimethylformamide / 20 °C

2: DIBAL / CH₂Cl₂ / -78 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

4: tetrahydrofuran / Heating

5: 95 percent / DIBAL / CH₂Cl₂ / -78 °C

6: 90 percent / DMAP; pyridine

7: 63 percent / TlOEt / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 50 °C

8: 81 percent / DIBAL / CH₂Cl₂ / -78 °C

9: MnO₂ / CH₂Cl₂ / 20 °C

10: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

With pyridine; 1H-imidazole; dmap; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; thallium (I) ethoxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 4: Wittig reaction / 7: Suzuki coupling;
DOI:10.1021/jo0158128