(3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether

Base Information

Chemical Name:(3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether
CAS No.:850144-20-6
Molecular Formula:C₁₅H₂₁FO₄
Molecular Weight:284.328
Hs Code.:

Synonyms:(3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether

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Chemical Property of (3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether

Chemical Property:

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Technology Process of (3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether

There total 4 articles about (3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether 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: 47.0%

: 850144-19-3
(3R,4R)-1,2-epoxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether

: 850144-20-6
(3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether

Guidance literature:: With fluorhydrate de diisopropylamine; at 100 ℃; for 19h;
DOI:10.1021/jo048022h

Reference yield:

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

: 850144-20-6
(3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / NaH / tetrahydrofuran / 3 h / 20 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

3: 510 mg / NaH / dimethylsulfoxide / 20 °C

4: 47 percent / i-Pr₂NH*3HF / 19 h / 100 °C

With sodium hydride; Dess-Martin periodane; fluorhydrate de diisopropylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: Dess-Martin oxidation;
DOI:10.1021/jo048022h

Reference yield:

: 78469-77-9
1-O-benzyl-2,3-O-isopropylidene-D-threitol

: 850144-20-6
(3S,4R)-1-fluoro-2-hydroxy-3,4-(isopropylidenedioxy)pentan-5-yl benzyl ether

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

2: 510 mg / NaH / dimethylsulfoxide / 20 °C

3: 47 percent / i-Pr₂NH*3HF / 19 h / 100 °C

With sodium hydride; Dess-Martin periodane; fluorhydrate de diisopropylamine; In dichloromethane; dimethyl sulfoxide; 1: Dess-Martin oxidation;
DOI:10.1021/jo048022h