[3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptanal

Base Information

Chemical Name:[3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptanal
CAS No.:440103-83-3
Molecular Formula:C₄₅H₆₀O₅Si
Molecular Weight:709.054
Hs Code.:

Synonyms:[3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptanal

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Chemical Property of [3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptanal

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Technology Process of [3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptanal

There total 5 articles about [3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-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: 90.0%

: 440103-89-9
[3S,4S,5R,6R]-5-((triisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptan-1-ol

: 440103-83-3
[3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; for 3.5h;
DOI:10.1021/ol025872f

Reference yield:

: 76-83-5
trityl chloride

: 440103-83-3
[3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptanal

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 20 h / 20 °C

2: 6.0 g / diisobutylaluminium hydride / CH₂Cl₂; heptane / 3 h / -78 - 20 °C

3: 90 percent / dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / 3.5 h / -78 °C

With dmap; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In n-heptane; dichloromethane; 3: Swern oxidation;
DOI:10.1021/ol025872f

Reference yield:

: 440103-88-8
[2R,3R,4S,4(2S,4S)]-3-((triisopropylsilyl)oxy)-4-[2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol

: 440103-83-3
[3S,4S,5R,6R]-5-((trisopropylsilyl)oxy)-3-(4-methoxy-benzyloxy)-4,6-dimethyl-7-(triphenylmethyl)oxy-heptanal

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 20 h / 20 °C

2: 6.0 g / diisobutylaluminium hydride / CH₂Cl₂; heptane / 3 h / -78 - 20 °C

3: 90 percent / dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / 3.5 h / -78 °C

With dmap; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In n-heptane; dichloromethane; 3: Swern oxidation;
DOI:10.1021/ol025872f