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

Base Information

Chemical Name:(R)-2-Methoxy-3-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-propionaldehyde
CAS No.:322428-96-6
Molecular Formula:C₁₉H₂₈O₆
Molecular Weight:352.428
Hs Code.:

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

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 4 articles about (R)-2-Methoxy-3-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-propionaldehyde 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:

: 322428-94-4
(R)-3-Methoxy-4-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-phenyl-butane-1,2-diol

: 322428-96-6
(R)-2-Methoxy-3-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-propionaldehyde

Guidance literature:: With sodium periodate; sodium phosphate; In tetrahydrofuran; water; at 0 - 20 ℃; for 0.416667h; pH=7;
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

: 322428-96-6
(R)-2-Methoxy-3-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 5 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

4.1: OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 5 h / 20 °C

5.1: NaIO₄; sodium phosphate / tetrahydrofuran; H₂O / 0.42 h / 0 - 20 °C / pH 7

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; copper diacetate; oxygen; pyridinium p-toluenesulfonate; sodium hydride; sodium phosphate; palladium dichloride; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; acetone; tert-butyl alcohol; 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

: 322428-96-6
(R)-2-Methoxy-3-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 4 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

3.1: OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 5 h / 20 °C

4.1: NaIO₄; sodium phosphate / tetrahydrofuran; H₂O / 0.42 h / 0 - 20 °C / pH 7

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; pyridinium p-toluenesulfonate; sodium hydride; sodium phosphate; In tetrahydrofuran; methanol; water; acetone; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)00593-2