(4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane

Base Information

Chemical Name:(4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane
CAS No.:207679-11-6
Molecular Formula:C₁₄H₂₀O₄
Molecular Weight:252.31
Hs Code.:

Synonyms:(4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane

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Chemical Property of (4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane

Chemical Property:

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Technology Process of (4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane

There total 2 articles about (4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane 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: 97.0%

: 77-76-9
2,2-dimethoxy-propane

: 207679-10-5
(1S,2S)-1-(3,5-dimethoxyphenyl)-1,2-propanediol

: 207679-11-6
(4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane

Guidance literature:: With toluene-4-sulfonic acid;
DOI:10.1039/a800075a

Reference yield:

: 146205-98-3
(E)-1,3-dimethoxy-5-(prop-1-en-1-yl)benzene

: 207679-11-6
(4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / methyl sulfonamide; AD-mix-α / 2-methyl-propan-2-ol; H2O / 2 h / 25 °C

2: 97 percent / p-toluenesulfonic acid / 0.5 h / 25 °C

With AD-mix-α; methanesulfonamide; toluene-4-sulfonic acid; In water; tert-butyl alcohol; 1: Hydroxylation / 2: Condensation;
DOI:10.1016/S0040-4020(99)01115-1

Reference yield:

: 207679-11-6
(4S,5S)-4-(3,5-Dimethoxy-phenyl)-2,2,5-trimethyl-[1,3]dioxolane

: (1S,3R)-5-(4-Benzyloxy-5-methoxy-7-methyl-naphthalen-1-yl)-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 11 steps

1: 92 percent

2: 96 percent / HCl / tetrahydrofuran; H₂O / 15 h / 50 °C

3: 84 percent / imidazole / dimethylformamide / 3 h / 25 °C

4: 813 mg / tetrahydrofuran / 24 h / 25 °C

5: 62 percent / n-Bu₃SnH; AIBN / toluene / 3 h / 25 °C

6: 97 percent / n-Bu₄NF / tetrahydrofuran / 24 h / 25 °C

7: 650 mg / diethyl azodicarboxylate; PPh₃ / tetrahydrofuran / 2 h / 0 °C

8: SnCl₂; MeOH / 3 h / 25 °C

9: pyridine

10: 200 mg / POCl₃ / acetonitrile / 0.5 h / Heating

11: LiAlH₄; Et₃Al / tetrahydrofuran; hexane / 4 h / -78 - 0 °C

With 1H-imidazole; hydrogenchloride; methanol; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; triethylaluminum; tri-n-butyl-tin hydride; triphenylphosphine; tin(ll) chloride; diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; pyridine; hexane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 2: Hydrolysis / 3: Substitution / 4: Substitution / 5: Deoxygenation / 6: Hydrolysis / 7: Substitution / 8: Reduction / 9: Acetylation / 10: Cyclization / 11: Reduction;
DOI:10.1016/S0040-4020(99)01115-1