(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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Chemical Name:(R)-3-Methoxy-4-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-butane-1,2-diol
CAS No.:322428-98-8
Molecular Formula:C₂₀H₃₂O₇
Molecular Weight:384.47
Hs Code.:

Synonyms:(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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Chemical Property of (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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Technology Process of (R)-3-Methoxy-4-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-butane-1,2-diol

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

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

: 322428-98-8
(R)-3-Methoxy-4-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-butane-1,2-diol

Guidance literature:: Multi-step reaction with 7 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

6.1: 134 mg / tetrahydrofuran; toluene / 0.2 h / -78 - 0 °C

7.1: 83 mg / OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 4.5 h / 20 °C

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; toluene; tert-butyl alcohol; 1.1: Wacker oxidation / 6.1: Tebbe olefination;
DOI:10.1016/S0040-4020(01)00593-2

Reference yield:

: 322428-55-7
(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyl-tetrahydropyran-6-yl]-3-hydroxy-1-butene

: 322428-98-8
(R)-3-Methoxy-4-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-butane-1,2-diol

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetone; tert-butyl alcohol; at 20 ℃; for 4.5h;
DOI:10.1021/ol000305i DOI:10.1016/S0040-4020(01)00593-2

Reference yield:

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

: 322428-98-8
(R)-3-Methoxy-4-[(2R,4R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-butane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 134 mg / tetrahydrofuran; toluene / 0.2 h / -78 - 0 °C

2: 83 mg / OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 4.5 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water; acetone; toluene; tert-butyl alcohol; 1: Tebbe olefination;
DOI:10.1016/S0040-4020(01)00593-2