((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol

Base Information

Chemical Name:((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol
CAS No.:915772-76-8
Molecular Formula:C₂₁H₂₀O₃
Molecular Weight:320.388
Hs Code.:

Synonyms:((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol

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Chemical Property of ((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol

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Technology Process of ((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol

There total 5 articles about ((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol 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:

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

: 915772-76-8
((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ol0618252

Reference yield:

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

: 915772-76-8
((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 49 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 12 h

2: 35 mg / diisobutylaluminum hydride / CH₂Cl₂; hexane / 2 h / 0 °C

With (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; In hexane; dichloromethane;
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

: 915772-76-8
((2R,3R,6S)-3-Benzyloxy-6-phenylethynyl-3,6-dihydro-2H-pyran-2-yl)-methanol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 35 mg / diisobutylaluminum hydride / CH₂Cl₂; hexane / 2 h / 0 °C

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