4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one

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Chemical Name:4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one
CAS No.:860438-05-7
Molecular Formula:C₇₆H₁₁₂O₁₀Si₃
Molecular Weight:1269.98
Hs Code.:

4-[6-(1-benzyloxymethoxy-3-{5-[11-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6,10-bis-(<i>tert</i>-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one

Synonyms:4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one

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Chemical Property of 4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one

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Technology Process of 4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one

There total 26 articles about 4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one 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: 77.0%

: 860437-88-3
3-((4S,5S)-5-{(2S,3R)-3-Benzyloxymethoxy-3-[(4S,6S)-2,2-dimethyl-6-(3-oxo-butyl)-[1,3]dioxan-4-yl]-2-methyl-propyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

: [8-(tert-butyl-dimethyl-silanyloxy)-3,7-bis-(tert-butyl-diphenyl-silanyloxy)-octyl]-triphenyl-phosphonium; iodide

: 860438-05-7
4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one

Guidance literature:: [8-(tert-butyl-dimethyl-silanyloxy)-3,7-bis-(tert-butyl-diphenyl-silanyloxy)-octyl]-triphenyl-phosphonium; iodide; With methyllithium lithium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

3-((4S,5S)-5-{(2S,3R)-3-Benzyloxymethoxy-3-[(4S,6S)-2,2-dimethyl-6-(3-oxo-butyl)-[1,3]dioxan-4-yl]-2-methyl-propyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;
DOI:10.1021/ol0511833

Reference yield:

: 4-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

: 860438-05-7
4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 86 percent / CSA / CH₂Cl₂; methanol / 6 h / -10 °C

2.1: 82 percent / Dess-Martin reagent; pyridine / CH₂Cl₂ / 4 h / 20 °C

3.1: 72 percent / KHMDS / tetrahydrofuran; toluene / -78 - 20 °C

4.1: 91 percent / H₂ / Pd/C / ethyl acetate / 48 h

5.1: DibalH / CH₂Cl₂; hexane / 6 h / -78 °C

5.2: 89 percent / NaBH₄ / tetrahydrofuran; methanol / 2 h / 0 °C

6.1: 100 percent / imidazole; PPh₃; I₂ / tetrahydrofuran / 1 h / 20 °C

7.1: 93 percent / i-Pr₂NEt / acetonitrile / 24 h / 85 °C

8.1: MeLi*LiBr / tetrahydrofuran; diethyl ether / 1 h / -78 °C

8.2: 77 percent / tetrahydrofuran; diethyl ether / 2 h / -78 °C

With pyridine; 1H-imidazole; methyllithium lithium bromide; camphor-10-sulfonic acid; hydrogen; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene; acetonitrile; 3.1: Julia-Kocienski olefination;
DOI:10.1021/ol0511833

Reference yield:

: 860437-82-7
3-(tert-butyl-diphenyl-silanyloxy)-4-oxo-butyric acid methyl ester

: 860438-05-7
4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 72 percent / KHMDS / tetrahydrofuran; toluene / -78 - 20 °C

2.1: 91 percent / H₂ / Pd/C / ethyl acetate / 48 h

3.1: DibalH / CH₂Cl₂; hexane / 6 h / -78 °C

3.2: 89 percent / NaBH₄ / tetrahydrofuran; methanol / 2 h / 0 °C

4.1: 100 percent / imidazole; PPh₃; I₂ / tetrahydrofuran / 1 h / 20 °C

5.1: 93 percent / i-Pr₂NEt / acetonitrile / 24 h / 85 °C

6.1: MeLi*LiBr / tetrahydrofuran; diethyl ether / 1 h / -78 °C

6.2: 77 percent / tetrahydrofuran; diethyl ether / 2 h / -78 °C

With 1H-imidazole; methyllithium lithium bromide; hydrogen; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene; acetonitrile; 1.1: Julia-Kocienski olefination;
DOI:10.1021/ol0511833