(5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

Base Information

Chemical Name:(5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide
CAS No.:903514-47-6
Molecular Formula:C₃₆H₅₁NO₃Si
Molecular Weight:573.891
Hs Code.:

Synonyms:(5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

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Chemical Property of (5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

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Technology Process of (5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

There total 11 articles about (5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-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: 65.0%

: 903514-46-5
(5Z,8Z,11Z,14Z)-17-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

: 903514-47-6
(5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

Guidance literature:: With 1,1,1,3',3',3'-hexafluoro-propanol; at 20 ℃; for 12h;
DOI:10.1016/j.bmcl.2006.04.059

Reference yield:

: 903514-43-2
7-(trimethylsilyl)hepta-3,6-diyn-1-ol

: 903514-47-6
(5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

2: 45 percent / CuI; NaI; Cs₂CO₃ / dimethylformamide / 18 h / 35 °C

3: 47 percent / H₂ / P-2 Ni / ethanol / 8 h / 13 °C

4: 81 percent / DMAP; NEt₃ / CH₂Cl₂ / 15 h / 20 °C

5: 96 percent / LiOH / methanol / 22 h / 55 °C

6: i-BuOCOCl; NMN / acetonitrile / 3 h / -5 °C

7: 65 percent / hexafluoro-2-propanol / 12 h / 20 °C

With dmap; lithium hydroxide; copper(l) iodide; 1,1,1,3',3',3'-hexafluoro-propanol; nicotinamide mononucleotide; tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; triethylamine; sodium iodide; isobutyl chloroformate; P-2 Ni; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2006.04.059

Reference yield:

: 903514-42-1
17-hydroxy-heptadeca-5,8,11,14-tetraynoic acid methyl ester

: 903514-47-6
(5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 47 percent / H₂ / P-2 Ni / ethanol / 8 h / 13 °C

2: 81 percent / DMAP; NEt₃ / CH₂Cl₂ / 15 h / 20 °C

3: 96 percent / LiOH / methanol / 22 h / 55 °C

4: i-BuOCOCl; NMN / acetonitrile / 3 h / -5 °C

5: 65 percent / hexafluoro-2-propanol / 12 h / 20 °C

With dmap; lithium hydroxide; 1,1,1,3',3',3'-hexafluoro-propanol; nicotinamide mononucleotide; hydrogen; triethylamine; isobutyl chloroformate; P-2 Ni; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2006.04.059