(1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene

Base Information

• Chemical Name: (1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene
• CAS No.: 1167993-21-6
• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.408
• Mol file: 1167993-21-6.mol

Synonyms:(1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene

Chemical Property of (1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene

There total 1 articles about (1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene 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:

(1R*,4S*,4aS*,5R*,6R*,8aS*)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene → (1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene (1167993-21-6) + C20H24O4 (1167993-22-7)

Guidance literature:

With Chiracel OD; In hexane; isopropyl alcohol; at 22 ℃; Resolution of racemate;

DOI:10.1021/ol900834c

Reference yield: 85.0%

(1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene (1167993-21-6) → (1S,4aR,5R,6S,8aR)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,2,4a,5,6,8a-hexahydronaphthalen-1-ol (1167993-24-9) + (1S,4aS,7R,8R,8aR)-8-((4-methoxybenzyl)oxy)-7-(methoxymethyl)-1,2,4a,7,8,8a-hexahydronaphthalen-1-ol (1167993-12-5)

Guidance literature:

(1R,4S,4aS,5R,6R,8aS)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,4,4a,5,6,8a-hexahydro-1,4-epoxynaphthalene; With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In toluene; for 0.5h; Inert atmosphere;

With diisobutylaluminium hydride; In hexane; toluene; at 22 ℃; for 6h; Inert atmosphere;

With Rochelle's salt; In hexane; toluene; for 0.5h; Inert atmosphere;

DOI:10.1021/ol900834c

Downstream raw materials:

(1S,4aR,5R,6S,8aR)-5-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-1,2,4a,5,6,8a-hexahydronaphthalen-1-ol

(1S,4aS,7R,8R,8aR)-8-((4-methoxybenzyl)oxy)-7-(methoxymethyl)-1,2,4a,7,8,8a-hexahydronaphthalen-1-ol