(2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane

Base Information

• Chemical Name: (2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane
• CAS No.: 229308-69-4
• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.499
• Mol file: 229308-69-4.mol

Synonyms:(2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane

Chemical Property of (2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane

There total 6 articles about (2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane 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: 86.0%

3,4-dihydro-2H-pyran (110-87-2) + (2R,3R)-3-benzyloxynonan-2-ol (229308-68-3) → (2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane (229308-69-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 8h; Ambient temperature;

DOI:10.1016/S0957-4166(99)00059-2

Reference yield:

(2R,3R)-3-benzyloxy-1-epoxynonane (229308-67-2) → (2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane (229308-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C

2: pyridinium p-toluenesulfonate / dichloromethane / 8 h / Ambient temperature

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; In diethyl ether; dichloromethane;

DOI:10.1016/S0957-4166(99)00059-2

Reference yield:

(2R,3R)-3-benzyloxynonane-1,2-diol (229308-66-1) → (2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane (229308-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride; p-toluenesulfonyl chloride / tetrahydrofuran / 4 h / Ambient temperature

2: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C

3: pyridinium p-toluenesulfonate / dichloromethane / 8 h / Ambient temperature

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium hydride; p-toluenesulfonyl chloride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0957-4166(99)00059-2

upstream raw materials:

3,4-dihydro-2H-pyran

(2R,3R)-3-benzyloxynonan-2-ol

(2R,3R)-3-benzyloxy-1-epoxynonane

(2R,3R)-3-benzyloxynonane-1,2-diol

Downstream raw materials:

(2R,3S)-3-(adenin-9-yl)-2-nonanol hydrochloride