(3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole
CAS No.:392712-11-7
Molecular Formula:C₁₈H₂₀O₄
Molecular Weight:300.354
Hs Code.:

Synonyms:(3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole

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Chemical Property of (3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole

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Technology Process of (3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole

There total 1 articles about (3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole 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: 80.0%

: 1449-46-3
benzyltriphenylphosphonium bromide

: 250662-84-1
(3aR,5S,6S,6aR)-2,2-dimethyl-6-(prop-2-ynyloxy)tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 392712-11-7
(3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: With sodium hydroxide; In dichloromethane; water; at 0 - 25 ℃;
DOI:10.1021/jo015955u

Reference yield: 87.0%

: 392712-11-7
(3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole

: 392712-17-3
(1S,5aS,5bR,8aR,9aR,9bR)-7,7-dimethyl-1-phenyl-1,5a,5b,8a,9a,9b-hexahydro-4H-5,6,8,9-tetraoxacycopenta[b]-as-indacen-2-one

Guidance literature:: (3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole; Co₂(CO)8; In dichloromethane; at 25 ℃; for 24h;

With 4-methylmorpholine N-oxide; In dichloromethane; at 25 ℃; Further stages.;
DOI:10.1021/jo015955u

Reference yield:

: 392712-11-7
(3aR,5R,6S,6aR)-2,2-dimethyl-6-prop-2-ynyloxy-5-styryltetrahydrofuro[2,3-d][1,3]dioxole

: (3R,4R,4aS,5S,6R,7aS)-3-Hydroxymethyl-5-phenyl-octahydro-cyclopenta[c]pyran-4,6-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: CH₂Cl₂ / 24 h / 25 °C

1.2: 87 percent / N-methylmorpholine oxide / CH₂Cl₂ / 25 °C

2.1: 40 mg / NaBH₄; Bu₄NBr / tetrahydrofuran / 14 h / Heating

3.1: 1N HCl / dioxane / 1.5 h / 50 °C

3.2: NaIO₄ / methanol / 1 h / 25 °C

3.3: NaBH₄ / ethanol / 15 h / 25 °C

With hydrogenchloride; sodium tetrahydroborate; tetrabutylammomium bromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1.1: Pauson-Khand reaction;
DOI:10.1021/jo015955u