(1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene

Base Information

Chemical Name:(1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene
CAS No.:322428-53-5
Molecular Formula:C₂₆H₃₄O₅
Molecular Weight:426.553
Hs Code.:

Synonyms:(1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene

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Chemical Property of (1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene

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Technology Process of (1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene

There total 3 articles about (1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene 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: 98.0%

: 322428-51-3
(1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-hydroxy-1-butene

: 74-88-4
methyl iodide

: 322428-53-5
(1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene

Guidance literature:: (1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-hydroxy-1-butene; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; for 14.67h;
DOI:10.1016/S0040-4020(01)00593-2

Reference yield:

: 322428-47-7
(4S)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentene

: 322428-53-5
(1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 77 percent / O₂; PdCl₂; Cu(OAc)2*H₂O / N,N-dimethyl-acetamide; H₂O / 19.5 h / 20 °C

2.1: 85 percent / PPTS / methanol / 6.5 h

3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

3.2: 98 percent / tetrahydrofuran / 14.67 h / 0 - 20 °C

With copper diacetate; oxygen; pyridinium p-toluenesulfonate; sodium hydride; palladium dichloride; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; 1.1: Wacker oxidation;
DOI:10.1016/S0040-4020(01)00593-2

Reference yield:

: 322428-33-1
(4R)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentanone

: 322428-53-5
(1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-methoxy-1-butene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / PPTS / methanol / 6.5 h

2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

2.2: 98 percent / tetrahydrofuran / 14.67 h / 0 - 20 °C

With pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(01)00593-2