(1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde

Base Information

Chemical Name:(1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde
CAS No.:244203-51-8
Molecular Formula:C₂₄H₃₀O₄
Molecular Weight:382.5
Hs Code.:

Synonyms:(1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde

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Chemical Property of (1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde

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Technology Process of (1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde

There total 7 articles about (1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde 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:

: 2,3-O-isopropylidene-L-erythrose

: 244203-51-8
(1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 3.13 g / tetrahydrofuran; hexane / 2.5 h / -55 - 20 °C

2: 99 percent / K₂CO₃; H₂ / Pd/C / ethyl acetate / 9 h / 20 °C

3: 100 percent / pyridine / CH₂Cl₂ / 0.33 h / -15 °C

4: 94 percent / K₂CO₃ / acetone / 3 h / Heating

With pyridine; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; acetone;
DOI:10.1021/ol990102y

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 244203-51-8
(1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaBH₄ / H₂O / 1 h / 20 °C

1.2: 9.2 g / NaIO₄ / H₂O / 2 h / 0 °C

2.1: 3.13 g / tetrahydrofuran; hexane / 2.5 h / -55 - 20 °C

3.1: 99 percent / K₂CO₃; H₂ / Pd/C / ethyl acetate / 9 h / 20 °C

4.1: 100 percent / pyridine / CH₂Cl₂ / 0.33 h / -15 °C

5.1: 94 percent / K₂CO₃ / acetone / 3 h / Heating

With pyridine; sodium tetrahydroborate; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1021/ol990102y

Reference yield:

: 139727-13-2
[(4S,5R)-2,2-Dimethyl-5-(2-methyl-propenyl)-[1,3]dioxolan-4-yl]-methanol

: 244203-51-8
(1'S,5'R)-6-{[3',3'-dimethyl-5'-(2''-methylpropyl)(2',4'-dioxolanyl)]methyl}-2-(phenylmethoxy)benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / K₂CO₃; H₂ / Pd/C / ethyl acetate / 9 h / 20 °C

2: 100 percent / pyridine / CH₂Cl₂ / 0.33 h / -15 °C

3: 94 percent / K₂CO₃ / acetone / 3 h / Heating

With pyridine; hydrogen; potassium carbonate; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetone;
DOI:10.1021/ol990102y