1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene

Base Information

Chemical Name:1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene
CAS No.:218435-24-6
Molecular Formula:C₂₈H₅₀O₅Si₂
Molecular Weight:522.873
Hs Code.:

Synonyms:1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene

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Chemical Property of 1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene

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Technology Process of 1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene

There total 8 articles about 1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene 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: 70.0%

: 218435-23-5
1-[(E)-(1R,2R,4S)-7-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-enyloxymethyl]-4-methoxy-benzene

: 218435-24-6
1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

: 218435-14-4
(3R,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methyl ester

: 218435-24-6
1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 8 steps

1: aq. NaOH / tetrahydrofuran / 0.08 h / Ambient temperature

2: benzene / 15 h / Heating

3: 74 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

4: 99 percent / Me₃Al / hexane; benzene / 1 h / Ambient temperature

5: 85 percent / DIPEA / CH₂Cl₂ / 15 h / Ambient temperature

6: 94 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

7: 65 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.67 h / -78 - 20 °C

8: 70 percent / BuLi / hexane; tetrahydrofuran / 0.25 h / 0 °C

With 1H-imidazole; sodium hydroxide; n-butyllithium; trimethylaluminum; sodium hexamethyldisilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

: 218435-13-3
(5R,6R)-5-Hydroxy-6-(4-methoxy-benzyloxy)-3-oxo-heptanoic acid methyl ester

: 218435-24-6
1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 9 steps

1: 82 percent / tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 24 h / -40 °C

2: aq. NaOH / tetrahydrofuran / 0.08 h / Ambient temperature

3: benzene / 15 h / Heating

4: 74 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

5: 99 percent / Me₃Al / hexane; benzene / 1 h / Ambient temperature

6: 85 percent / DIPEA / CH₂Cl₂ / 15 h / Ambient temperature

7: 94 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

8: 65 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.67 h / -78 - 20 °C

9: 70 percent / BuLi / hexane; tetrahydrofuran / 0.25 h / 0 °C

With 1H-imidazole; sodium hydroxide; n-butyllithium; trimethylaluminum; sodium hexamethyldisilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(98)00889-8