2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde

Base Information

Chemical Name:2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde
CAS No.:879873-90-2
Molecular Formula:C₂₃H₃₄O₅
Molecular Weight:390.52
Hs Code.:

Synonyms:2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde

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Chemical Property of 2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde

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Technology Process of 2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde

There total 12 articles about 2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde 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: 83.0%

: 879873-89-9
(S)-2-{(4S,6R)-6-[(S)-2-(4-Methoxy-benzyloxy)-2-((1R,2R)-2-methyl-cyclopropyl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

: 879873-90-2
2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; at 20 ℃;
DOI:10.5012/bkcs.2010.31.03.653

Reference yield:

: 879873-85-5
4-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)butan-2-one

: 879873-90-2
2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: iPr₂NEt; Bu₂BOTf / diethyl ether / 2 h / -78 °C

1.2: 93 percent / H₂O₂ / ethanol; methanol / 1 h / 20 °C / pH 7

2.1: 95 percent / Me₄NB(OAc)3H; AcOH / acetonitrile / 48 h / -20 °C

3.1: 83 percent / PPTS / CH₂Cl₂ / 5 h / 20 °C

4.1: 99 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

5.1: NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 1.1: aldol reaction / 5.1: Dess-Martin oxidation;
DOI:10.1021/ol052851n

Reference yield:

: 879873-84-4
1-Methoxy-4-[(S)-3-methyl-1-((1R,2R)-2-methyl-cyclopropyl)-but-3-enyloxymethyl]-benzene

: 879873-90-2
2-{6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}propionaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine; O₃ / methanol / -78 °C

1.2: 96 percent / Me₂S / methanol / 4 h / -78 - 20 °C

2.1: iPr₂NEt; Bu₂BOTf / diethyl ether / 2 h / -78 °C

2.2: 93 percent / H₂O₂ / ethanol; methanol / 1 h / 20 °C / pH 7

3.1: 95 percent / Me₄NB(OAc)3H; AcOH / acetonitrile / 48 h / -20 °C

4.1: 83 percent / PPTS / CH₂Cl₂ / 5 h / 20 °C

5.1: 99 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

6.1: NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With pyridine; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; ozone; acetic acid; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; 2.1: aldol reaction / 6.1: Dess-Martin oxidation;
DOI:10.1021/ol052851n