(4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:915772-74-6
Molecular Formula:C₂₁H₁₈O₃
Molecular Weight:318.372
Hs Code.:

Synonyms:(4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

There total 4 articles about (4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 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: 49.0%

: 915772-75-7
(2R,3R,6S)-2-Hydroxymethyl-6-phenylethynyl-3,6-dihydro-2H-pyran-3-ol

: 1125-88-8
benzaldehyde dimethyl acetal

: 915772-74-6
(4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With (1S)-10-camphorsulfonic acid; In dichloromethane; for 12h;
DOI:10.1021/ol0618252

Reference yield:

: 879906-21-5
1-(4',6'-di-O-acetyl-2',3'-dideoxy-α-D-threo-hex-2'-enopyranosyl)-2-phenylethyne

: 915772-74-6
(4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / K₂CO₃ / methanol / 0.67 h / 20 °C

2: 49 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 12 h

With (1S)-10-camphorsulfonic acid; potassium carbonate; In methanol; dichloromethane;
DOI:10.1021/ol0618252

Reference yield:

: 536-74-3
phenylacetylene

: 915772-74-6
(4aR,6S,8aR)-2-Phenyl-6-phenylethynyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 4 steps

1: ZnCl₂ / 1,2-dichloro-ethane / 0.25 h / 150 °C / microwave irradiation

2: Sc(OTf)3 / CH₂Cl₂ / 3.5 h / -25 °C

3: 93 percent / K₂CO₃ / methanol / 0.67 h / 20 °C

4: 49 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 12 h

With (1S)-10-camphorsulfonic acid; potassium carbonate; zinc(II) chloride; scandium tris(trifluoromethanesulfonate); In methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ol0618252