(4R,5S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxane

Base Information

Chemical Name:(4R,5S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxane
CAS No.:89956-07-0
Molecular Formula:C₁₇H₂₄O₃
Molecular Weight:276.376
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxane

Chemical Property:

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Technology Process of (4R,5S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxane

There total 14 articles about (4R,5S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxane 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:

: 772-01-0
2-phenyl-1,3-dioxane

: 89923-11-5,89923-12-6,89956-07-0
2,2-Dimethyl-4-<2-(phenylmethoxy)-ethyl>-1,3-dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / LAH/AlCl₃ / diethyl ether / 2 h / Ambient temperature

2: PCC / CH₂Cl₂ / 2 h

3: 1.) LDA / 1.) THF, HMPA, -78 deg C, 30 min; 2.) 3 h

4: 13.4 g / LAH / diethyl ether

5: Amberlyst-15 / 24 h

With lithium aluminium tetrahydride; aluminium trichloride; pyridinium chlorochromate; lithium diisopropyl amide; amberlyst-15; In diethyl ether; dichloromethane;
DOI:10.1021/jo00187a001

Reference yield:

: 772-01-0
2-phenyl-1,3-dioxane

: 89956-07-0
(4R,5S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / LAH/AlCl₃ / diethyl ether / 2 h / Ambient temperature

2: PCC / CH₂Cl₂ / 2 h

4: 90 percent / DIBAL-H / citric acid / diethyl ether; hexane / -78 - 0 °C / -78 deg C to room temp.

5: 81 percent / Ti(O-i-Pr)4, (-)-diisopropyl tartrate, t-BuOOH / CH₂Cl₂ / 1.) -23 deg C, 5 min, 2.) -20 deg C, 20 h

6: CuI / tetrahydrofuran / 48 h / 0 °C

7: Amberlyst-15

With titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; aluminium trichloride; (-)-diisopropyl tartrate; diisobutylaluminium hydride; pyridinium chlorochromate; amberlyst-15; citric acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00187a001

Reference yield:

: 4799-68-2
3-benzyloxypropan-1-ol

: 89923-11-5,89923-12-6,89956-07-0
2,2-Dimethyl-4-<2-(phenylmethoxy)-ethyl>-1,3-dioxane

Guidance literature:: Multi-step reaction with 4 steps

1: PCC / CH₂Cl₂ / 2 h

2: 1.) LDA / 1.) THF, HMPA, -78 deg C, 30 min; 2.) 3 h

3: 13.4 g / LAH / diethyl ether

4: Amberlyst-15 / 24 h

With lithium aluminium tetrahydride; pyridinium chlorochromate; lithium diisopropyl amide; amberlyst-15; In diethyl ether; dichloromethane;
DOI:10.1021/jo00187a001