[(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Base Information

Chemical Name:[(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine
CAS No.:276679-43-7
Molecular Formula:C₃₉H₆₁IN₂O₃Si₂
Molecular Weight:789
Hs Code.:

[(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Synonyms:[(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

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Chemical Property of [(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

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Technology Process of [(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

There total 8 articles about [(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine 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:

: [6-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-hex-4-enylidene]-(2-methoxymethyl-pyrrolidin-1-yl)-amine

: 151983-38-9
(Z)-1,3-diiodo-1-propene

: [(E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

: 276679-43-7
[(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Guidance literature:: [6-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-hex-4-enylidene]-(2-methoxymethyl-pyrrolidin-1-yl)-amine; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 0 ℃; for 24h;

(Z)-1,3-diiodo-1-propene; In tetrahydrofuran; hexane; at -100 - 0 ℃; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/ja000728f

Reference yield:

: 1026915-69-4
2-[1-Methyl-2-oxo-eth-(E)-ylidene]-pentanedioic acid 1-ethyl ester 5-methyl ester

: 276679-43-7
[(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 7.013 g / NaBH₄ / methanol; CH₂Cl₂ / 1 h

2.1: 95 percent / imidazole; N,N-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: 96 percent / NaOH / tetrahydrofuran; H₂O / 5 °C

4.1: carbonyldiimidazole / CH₂Cl₂ / 3 h / 23 °C

4.2: 89 percent / Et₃N / CH₂Cl₂ / 23 °C

5.1: DIBALH / CH₂Cl₂ / 7 h / -78 °C

5.2: 89 percent / CH₂Cl₂

6.1: 93 percent / PTSA / benzene / 48 h / Heating

7.1: 100 percent / imidazole / CH₂Cl₂ / 0.5 h

8.1: LDA / tetrahydrofuran; hexane / 24 h / 0 °C

8.2: tetrahydrofuran; hexane / -100 - 0 °C

With 1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; benzene; 1.1: Reduction / 2.1: silylation / 3.1: Hydrolysis / 4.1: Substitution / 4.2: Substitution / 5.1: Reduction / 5.2: Cyclization / 6.1: Condensation / 7.1: silylation / 8.1: Metallation / 8.2: Alkylation;
DOI:10.1021/ja000728f

Reference yield:

: 276679-28-8
(E)-methyl 4-ethoxycarbonyl-6-hydroxy-5-methyl-4-hexenoate

: 276679-43-7
[(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / imidazole; N,N-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

2.1: 96 percent / NaOH / tetrahydrofuran; H₂O / 5 °C

3.1: carbonyldiimidazole / CH₂Cl₂ / 3 h / 23 °C

3.2: 89 percent / Et₃N / CH₂Cl₂ / 23 °C

4.1: DIBALH / CH₂Cl₂ / 7 h / -78 °C

4.2: 89 percent / CH₂Cl₂

5.1: 93 percent / PTSA / benzene / 48 h / Heating

6.1: 100 percent / imidazole / CH₂Cl₂ / 0.5 h

7.1: LDA / tetrahydrofuran; hexane / 24 h / 0 °C

7.2: tetrahydrofuran; hexane / -100 - 0 °C

With 1H-imidazole; dmap; sodium hydroxide; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; water; benzene; 1.1: silylation / 2.1: Hydrolysis / 3.1: Substitution / 3.2: Substitution / 4.1: Reduction / 4.2: Cyclization / 5.1: Condensation / 6.1: silylation / 7.1: Metallation / 7.2: Alkylation;
DOI:10.1021/ja000728f