(2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one

Base Information

Chemical Name:(2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one
CAS No.:1354396-57-8
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

Synonyms:(2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one

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Chemical Property of (2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one

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Technology Process of (2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one

There total 6 articles about (2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one 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:

: 1354396-52-3
(3R,4S)-3,4-dihydroxy-1-(4-methoxybenzyloxy)dec-6-yn-5-one

: 1354396-57-8
(2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one

: 1354396-56-7
(S)-2-[(R)-1-hydroxy-3-(4-methoxybenzyloxy)propyl]-5-propylfuran-3-one

Guidance literature:: With (S,S)-Noyori's catalyst; In isopropyl alcohol; at 20 ℃; for 16h;
DOI:10.1021/ol203114a

Reference yield:

: 1354396-51-2
(E)-1-(4-methoxybenzyloxy)dec-3-en-6-yn-5-one

: 1354396-57-8
(2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one

: 1354396-56-7
(S)-2-[(R)-1-hydroxy-3-(4-methoxybenzyloxy)propyl]-5-propylfuran-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: AD-mix-β; methanesulfonamide; water / tert-butyl alcohol / 18 h / 0 °C

2: (S,S)-Noyori's catalyst / isopropyl alcohol / 16 h / 20 °C

With methanesulfonamide; AD-mix-β; (S,S)-Noyori's catalyst; water; In isopropyl alcohol; tert-butyl alcohol;
DOI:10.1021/ol203114a

Reference yield:

: 142860-83-1
1-(4-methoxybenzyloxy)-3-butene

: 1354396-57-8
(2R,3S)-3-hydroxy-2-[2-(4-methoxybenzyloxy)ethyl]-6-propyl-2,3-dihydropyran-4-one

: 1354396-56-7
(S)-2-[(R)-1-hydroxy-3-(4-methoxybenzyloxy)propyl]-5-propylfuran-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 96 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -40 - 0 °C

2.2: 1.5 h / -40 - 20 °C

3.1: manganese(IV) oxide / dichloromethane / 3 h / 20 °C

4.1: AD-mix-β; methanesulfonamide; water / tert-butyl alcohol / 18 h / 0 °C

5.1: (S,S)-Noyori's catalyst / isopropyl alcohol / 16 h / 20 °C

With manganese(IV) oxide; n-butyllithium; Hoveyda-Grubbs catalyst second generation; methanesulfonamide; AD-mix-β; (S,S)-Noyori's catalyst; water; In tetrahydrofuran; hexane; dichloromethane; isopropyl alcohol; tert-butyl alcohol;
DOI:10.1021/ol203114a