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

Base Information

• Chemical Name: (4R)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentanone
• CAS No.: 322428-33-1
• Molecular Formula: C₂₇H₃₄O₅
• Molecular Weight: 438.564

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

Chemical Property of (4R)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentanone

Chemical Property:

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Technology Process of (4R)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentanone

There total 1 articles about (4R)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentanone 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: 77.0%

(4S)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentene (322428-47-7) → (4R)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentanone (322428-33-1)

Guidance literature:

With copper diacetate; oxygen; palladium dichloride; In N,N-dimethyl acetamide; water; at 20 ℃; for 19.5h;

DOI:10.1016/S0040-4020(01)00593-2

Reference yield: 85.0%

(4R)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentanone (322428-33-1) → (1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-hydroxy-1-butene (322428-51-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; for 6.5h;

DOI:10.1016/S0040-4020(01)00593-2

Reference yield: 85.0%

methanol (67-56-1) + (4R)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentanone (322428-33-1) → (1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-hydroxy-1-butene (322428-51-3)

Guidance literature:

With pyridinium p-toluenesulfonate; for 6.5h;

DOI:10.1021/ol000305i

upstream raw materials:

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

Downstream raw materials:

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

(R)-2-Methoxy-3-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-propionaldehyde

(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyl-tetrahydropyran-6-yl]-3-hydroxy-1-butene

(R)-3-Methoxy-4-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-butane-1,2-diol

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