(2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-one

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Chemical Name:(2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-one
CAS No.:1417795-95-9
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:(2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-one

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Chemical Property of (2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-one

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Technology Process of (2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-one

There total 10 articles about (2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-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: 90.0%

: 1417795-93-7
(1R,2S,4R)-5-(4-methoxybenzyloxy)-1-(furan-2-yl)-2,4-dimethylpentan-1-ol

: 1417795-95-9
(2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-one

Guidance literature:: With N-Bromosuccinimide; sodium acetate; sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 20 ℃;
DOI:10.1016/j.tet.2012.11.051

Reference yield:

: 1417795-86-8
C₂₃H₃₂O₃Si

: 1417795-95-9
(2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1 h / Reflux

2.1: lithium aluminium tetrahydride / diethyl ether / 0 °C / Reflux

3.1: Gluconobacter oxydans / 2,2,4-trimethylpentane / 1 h / 20 °C / Enzymatic reaction

4.1: sodium hydride / diethyl ether / 20 °C

4.2: 6 h / 0 - 20 °C

4.3: camphorsulfonic acid / 0 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.83 h / -78 °C

6.2: -78 - 20 °C

7.1: n-butyllithium / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

7.2: 0 - 20 °C

8.1: manganese(IV) oxide / dichloromethane / 1 h / 0 - 20 °C

9.1: L-Selectride / tetrahydrofuran / 0.25 h / -78 °C

9.2: 1 h / -78 °C

10.1: N-Bromosuccinimide; sodium hydrogencarbonate; sodium acetate / tetrahydrofuran; water / 0 - 20 °C

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium acetate; L-Selectride; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 2,2,4-trimethylpentane; diethyl ether; dichloromethane; water; 6.1: |Swern Oxidation / 10.1: |Achmatowicz Reaction;
DOI:10.1016/j.tet.2012.11.051

Reference yield:

: (S,Z)-ethyl-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpent-2-enoate

: 1417795-95-9
(2R)-2-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-6-hydroxy-2H-pyran-3(6H)-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: nickel dichloride / methanol / 0.5 h / 0 °C

1.2: 0 - 20 °C

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

3.1: Gluconobacter oxydans / 2,2,4-trimethylpentane / 1 h / 20 °C / Enzymatic reaction

4.1: sodium hydride / diethyl ether / 20 °C

4.2: 6 h / 0 - 20 °C

4.3: camphorsulfonic acid / 0 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.83 h / -78 °C

6.2: -78 - 20 °C

7.1: n-butyllithium / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

7.2: 0 - 20 °C

8.1: manganese(IV) oxide / dichloromethane / 1 h / 0 - 20 °C

9.1: L-Selectride / tetrahydrofuran / 0.25 h / -78 °C

9.2: 1 h / -78 °C

10.1: N-Bromosuccinimide; sodium hydrogencarbonate; sodium acetate / tetrahydrofuran; water / 0 - 20 °C

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium acetate; L-Selectride; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; nickel dichloride; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; dichloromethane; water; 6.1: |Swern Oxidation / 10.1: |Achmatowicz Reaction;
DOI:10.1016/j.tet.2012.11.051