2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

Base Information

Chemical Name:2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol
CAS No.:122592-07-8
Molecular Formula:C₁₉H₂₂O₅
Molecular Weight:330.381
Hs Code.:

Synonyms:2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

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Chemical Property of 2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

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Technology Process of 2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

There total 4 articles about 2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol 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:

: 122674-58-2
methyl 4,6-O-benzylidene-2-deoxy-2-C-propynyl-α-D-ribo-hexopyranosid-3-ulose

: 122592-07-8
2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, 0 deg C, 0.5 h, 2.) THF, RT

2: DIBAL / toluene

With sodium hydride; diisobutylaluminium hydride; In toluene;
DOI:10.1021/jo00283a034

Reference yield:

: 194149-26-3
methyl 2,3:4,6-di-O-benzylidene-α-D-mannopyranoside

: 122592-07-8
2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi, 2.) hexamethylphosphoramide / 1.) THF, from -40 deg C to -30 deg C, 30 min, 2.) THF, from -35 deg C to -30 deg C

2: 1.) NaH / 1.) THF, 0 deg C, 0.5 h, 2.) THF, RT

3: DIBAL / toluene

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium hydride; diisobutylaluminium hydride; In toluene;
DOI:10.1021/jo00283a034

Reference yield:

: 63598-31-2
methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

: 122592-07-8,122592-08-9,122592-09-0,122592-10-3
2-[(2R,4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-prop-2-ynyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / KH / tetrahydrofuran / 0 °C

2: 1.) NaH, 2.) DIBAL / 1.) THF, 0 deg C

With potassium hydride; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran;
DOI:10.1021/jo00297a012