3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon

Base Information

Chemical Name:3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon
CAS No.:150323-17-4
Molecular Formula:C₁₃H₁₆O₅S
Molecular Weight:284.333
Hs Code.:

Synonyms:3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon

Chemical Property:

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Technology Process of 3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon

There total 7 articles about 3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon 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: 75.0%

: 124-63-0
methanesulfonyl chloride

: 150407-67-3
dihydro-5(S)-(hydroxymethyl)-3(R)-(phenylmethyl)-3(2H)-furanone

: 150323-17-4
3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon

Guidance literature:: With triethylamine; In dichloromethane; 1.) -30 deg C, 5 min, 2.) r.t., 2 h;
DOI:10.1002/ardp.19943270108

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 150323-17-4
3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 1.) LDA / 1.) THF, hexane, 30 min, 2.) THF, hexane, 3 h

3: 97 percent / 49percent aq. HF / acetonitrile / 18 h / Ambient temperature

4: Et₃N / CH₂Cl₂

With 1H-imidazole; hydrogen fluoride; triethylamine; lithium diisopropyl amide; In dichloromethane; acetonitrile;
DOI:10.1021/jm00047a001

Reference yield:

: 62396-80-9
(5S)-(5-tert-butyldimethylsilyloxymethyl)furan-2(5H)-one

: 150323-17-4
3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, 30 min, 2.) THF, hexane, 3 h

2: 97 percent / 49percent aq. HF / acetonitrile / 18 h / Ambient temperature

3: Et₃N / CH₂Cl₂

With hydrogen fluoride; triethylamine; lithium diisopropyl amide; In dichloromethane; acetonitrile;
DOI:10.1021/jm00047a001