(5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-one

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Chemical Name:(5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-one
CAS No.:1417796-06-5
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:(5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-one

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Chemical Property of (5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-one

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Technology Process of (5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-one

There total 13 articles about (5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-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:

: C₁₉H₂₄O₅

: 1417796-06-5
(5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-one

Guidance literature:: C₁₉H₂₄O₅; With cerium(III) chloride heptahydrate; In methanol; at -78 ℃; for 0.333333h;

With sodium tetrahydroborate; In methanol; at -78 ℃; for 3h;
DOI:10.1016/j.tet.2012.11.051

Reference yield:

: 1417795-86-8
C₂₃H₃₂O₃Si

: 1417796-06-5
(5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-one

Guidance literature:: Multi-step reaction with 12 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

11.1: pyridinium chlorochromate; sodium acetate / dichloromethane / 24 h / 0 - 20 °C

12.1: cerium(III) chloride heptahydrate / methanol / 0.33 h / -78 °C

12.2: 3 h / -78 °C

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; cerium(III) chloride heptahydrate; tetrabutyl ammonium fluoride; sodium acetate; L-Selectride; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; dichloromethane; water; 6.1: |Swern Oxidation / 10.1: |Achmatowicz Reaction / 12.1: |Luche Cerium Reduction / 12.2: |Luche Cerium Reduction;
DOI:10.1016/j.tet.2012.11.051

Reference yield:

: C₂₅H₃₆O₃Si

: 1417796-06-5
(5R,6R)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-5,6-dihydro-5-hydroxypyran-2-one

Guidance literature:: Multi-step reaction with 11 steps

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

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

3.1: sodium hydride / diethyl ether / 20 °C

3.2: 6 h / 0 - 20 °C

3.3: camphorsulfonic acid / 0 - 20 °C

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

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

5.2: -78 - 20 °C

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

6.2: 0 - 20 °C

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

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

8.2: 1 h / -78 °C

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

10.1: pyridinium chlorochromate; sodium acetate / dichloromethane / 24 h / 0 - 20 °C

11.1: cerium(III) chloride heptahydrate / methanol / 0.33 h / -78 °C

11.2: 3 h / -78 °C

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; cerium(III) chloride heptahydrate; tetrabutyl ammonium fluoride; sodium acetate; L-Selectride; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; pyridinium chlorochromate; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; dichloromethane; water; 5.1: |Swern Oxidation / 9.1: |Achmatowicz Reaction / 11.1: |Luche Cerium Reduction / 11.2: |Luche Cerium Reduction;
DOI:10.1016/j.tet.2012.11.051