(2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol

Base Information

• Chemical Name: (2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol
• CAS No.: 1415654-77-1
• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.391

Synonyms:(2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol

Chemical Property of (2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol

Chemical Property:

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Technology Process of (2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol

There total 3 articles about (2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol 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:

C21H24F6O6 → (2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol (1415654-77-1)

Guidance literature:

With water; sodium hydrogencarbonate; triethylamine; In dichloromethane; at 20 ℃; for 3h; pH=>7;

DOI:10.1021/jo302205t

Reference yield:

C6H12O2 (955044-11-8) → (2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol (1415654-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 3 h / 20 °C / Inert atmosphere

2: triethylamine; sodium hydrogencarbonate; water / dichloromethane / 3 h / 20 °C / pH >7

With water; sodium hydrogencarbonate; triethylamine; In dichloromethane; 1: |Prins-Kriewitz Hydroxyinethylation;

DOI:10.1021/jo302205t

Reference yield:

(R)-3-benzyloxy-2-methylpropanal (79026-61-2) → (2S,3R,4S,6S)-2-((R)-1-(benzyloxy)propan-2-yl)-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-4-ol (1415654-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 3 h / 20 °C / Inert atmosphere

2: triethylamine; sodium hydrogencarbonate; water / dichloromethane / 3 h / 20 °C / pH >7

With water; sodium hydrogencarbonate; triethylamine; In dichloromethane; 1: |Prins-Kriewitz Hydroxyinethylation;

DOI:10.1021/jo302205t

upstream raw materials:

C₆H₁₂O₂

(R)-3-benzyloxy-2-methylpropanal

Downstream raw materials:

((2S,4S,5R,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-4-hydroxy-5-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

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