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

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Chemical Name:(2R,3S,6R)-6-allyl-2-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-3-methyl-3,6-dihydro-2H-pyran
CAS No.:1219715-13-5
Molecular Formula:C₂₂H₃₂O₄
Molecular Weight:360.494
Hs Code.:

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

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Chemical Property of (2R,3S,6R)-6-allyl-2-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-3-methyl-3,6-dihydro-2H-pyran

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Technology Process of (2R,3S,6R)-6-allyl-2-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-3-methyl-3,6-dihydro-2H-pyran

There total 10 articles about (2R,3S,6R)-6-allyl-2-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-3-methyl-3,6-dihydro-2H-pyran 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%

: 1219715-06-6
(4S,5R,7S,E)-5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enal

: 762-72-1
allyl-trimethyl-silane

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

Guidance literature:: With iodine; In tetrahydrofuran; at 0 - 20 ℃; for 0.75h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol200223q

Reference yield: 96.0%

: C₁₉H₂₈O₅

: 762-72-1
allyl-trimethyl-silane

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

Guidance literature:: With iodine; In tetrahydrofuran; at 0 - 20 ℃; diastereoselective reaction;
DOI:10.1002/chem.200902999

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; dihydrogen peroxide; iodine; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol200223q