(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal

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Chemical Name:(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal
CAS No.:218435-22-4
Molecular Formula:C₂₇H₅₀O₆Si₂
Molecular Weight:526.861
Hs Code.:

Synonyms:(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal

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Chemical Property of (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal

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Technology Process of (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal

There total 7 articles about (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal 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: 94.0%

: 218435-21-3
(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide

: 218435-22-4
(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

: 218435-18-8
(4R,6R)-4-Hydroxy-6-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-one

: 218435-22-4
(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

2: 99 percent / Me₃Al / hexane; benzene / 1 h / Ambient temperature

3: 85 percent / DIPEA / CH₂Cl₂ / 15 h / Ambient temperature

4: 94 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

With 1H-imidazole; trimethylaluminum; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
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

: 218435-22-4
(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal

Guidance literature:: Multi-step reaction with 6 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

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