2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol

Base Information

• Chemical Name: 2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol
• CAS No.: 1027592-68-2
• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.364
• Mol file: 1027592-68-2.mol

Synonyms:2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol

Chemical Property of 2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of 2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol

There total 1 articles about 2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-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: 99.0%

<(2R,4R)-6-methoxy-4-(4-methoxybenzyl)-oxy-tetrahydropyran-2-yl>-acetic acid methyl ester (246859-64-3) → 2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol (1027592-68-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

DOI:10.1021/ol006737a

Reference yield: 87.0%

2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol (1027592-68-2) → [(2R,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/ol006737a

Reference yield:

2-[(2S,4R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol (1027592-68-2) → 4-Nitro-benzoic acid (2R,4R,6S)-2-[1,3]dithian-2-ylmethyl-6-methoxycarbonylmethyl-tetrahydro-pyran-4-yl ester

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

2: 98 percent / CH₂Cl₂ / 18 h / 20 °C

3: 70 percent / BF₃*Et₂O / acetonitrile / 0.5 h / 0 - 20 °C

4: NaH / tetrahydrofuran / 8 h / -40 - 20 °C

5: 42 percent / PPh₃; DIAD / toluene / 4 h / 20 °C

With di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; sodium hydride; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;

DOI:10.1021/ol006737a

upstream raw materials:

<(2R,4R)-6-methoxy-4-(4-methoxybenzyl)-oxy-tetrahydropyran-2-yl>-acetic acid methyl ester