1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone

Base Information

Chemical Name:1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone
CAS No.:355386-98-0
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone

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Chemical Property of 1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone

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Technology Process of 1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone

There total 6 articles about 1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone 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%

: 355386-97-9
(S)-4-Isopropenyl-6-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

: 355386-98-0
1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone

Guidance literature:: (S)-4-Isopropenyl-6-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane; With ozone; In methanol; dichloromethane; at -78 ℃; for 0.25h;

With triphenylphosphine; In methanol; dichloromethane; at 25 ℃; for 12h;

With potassium carbonate; In methanol; at 25 ℃; for 1h; Further stages.;
DOI:10.1002/1521-3765(20010518)7:10<2261::AID-CHEM2261>3.0.CO;2-F

Reference yield:

: 214892-50-9
(4S,5S)-4-hydroxy-5-(4-methoxybenzyloxy)-1-hexene

: 355386-98-0
1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / imidazole / dimethylformamide / 16 h / 22 °C

2.1: O₃ / methanol; CH₂Cl₂ / -78 °C

2.2: 98 percent / PPh₃ / methanol; CH₂Cl₂ / -78 - 25 °C

3.1: 89 percent / tetrahydrofuran / 0.75 h / -10 °C

4.1: 99 percent / TBAF / tetrahydrofuran / 1 h / 25 °C

5.1: 99 percent / p-TsOH*H₂O / 3 h / 25 °C

6.1: O₃ / methanol; CH₂Cl₂ / 0.25 h / -78 °C

6.2: PPh₃ / methanol; CH₂Cl₂ / 12 h / 25 °C

6.3: 94 percent / K₂CO₃ / methanol / 1 h / 25 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Grignard reaction;
DOI:10.1002/1521-3765(20010518)7:10<2261::AID-CHEM2261>3.0.CO;2-F

Reference yield:

: 263761-04-2
(5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-2-methyl-hept-1-en-3-ol

: 355386-98-0
1-{(4R,6S)-6-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / TBAF / tetrahydrofuran / 1 h / 25 °C

2.1: 99 percent / p-TsOH*H₂O / 3 h / 25 °C

3.1: O₃ / methanol; CH₂Cl₂ / 0.25 h / -78 °C

3.2: PPh₃ / methanol; CH₂Cl₂ / 12 h / 25 °C

3.3: 94 percent / K₂CO₃ / methanol / 1 h / 25 °C

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/1521-3765(20010518)7:10<2261::AID-CHEM2261>3.0.CO;2-F