methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate

Base Information

Chemical Name:methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate
CAS No.:1275506-42-7
Molecular Formula:C₂₂H₃₂O₆
Molecular Weight:392.492
Hs Code.:

Synonyms:methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate

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Chemical Property of methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate

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Technology Process of methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate

There total 11 articles about methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate 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: 96.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 1275506-61-0
2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetic acid

: 1275506-42-7
methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate

Guidance literature:: In diethyl ether; at 0 ℃; for 0.166667h; Inert atmosphere;
DOI:10.1021/ol200223q

Reference yield:

: 1275506-31-4
(R)-1-methoxy-4-((3-methoxyhex-5-enyloxy)methyl)benzene

: 1275506-42-7
methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 10 steps

1.1: Hoveyda-Grubbs catalyst / dichloromethane / 3 h / 20 °C / Inert atmosphere

2.1: α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; dihydrogen peroxide / dichloromethane / 2 h / 20 °C

3.1: dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4.1: dichloromethane; toluene / 0.17 h / -40 °C / Inert atmosphere

4.2: 3 h / -40 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane / 0.58 h / -78 °C / Inert atmosphere

6.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

7.1: iodine / tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere

8.1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; toluene / 3 h / 20 °C / Darkness

9.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 3 h / 0 - 20 °C

10.1: diethyl ether / 0.17 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; [bis(acetoxy)iodo]benzene; α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; dihydrogen peroxide; iodine; diisobutylaluminium hydride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol; 9.1: Pinnick reaction;
DOI:10.1021/ol200223q

Reference yield:

: 1219715-13-5
(2R,3S,6R)-6-allyl-2-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-3-methyl-3,6-dihydro-2H-pyran

: 1275506-42-7
methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; toluene / 3 h / 20 °C / Darkness

2: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 3 h / 0 - 20 °C

3: diethyl ether / 0.17 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; toluene; tert-butyl alcohol; 2: Pinnick reaction;
DOI:10.1021/ol200223q