(2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran

Base Information

• Chemical Name: (2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran
• CAS No.: 1235459-89-8
• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.349
• Mol file: 1235459-89-8.mol

Synonyms:(2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran

Chemical Property of (2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran

There total 17 articles about (2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-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: 82.0%

(2R,4R,E)-1-(benzyloxy)-5-methyloct-5-ene-2,4-diol (1235460-08-8) → (2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran (1235459-89-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.09.069

Reference yield: 81.0%

(2R, E)-1-(benzyloxy)-5-methyloct-5-ene-2,4-diol → (2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran (1235459-89-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 18h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo100956v

Reference yield:

(2R, E)-1-(benzyloxy)-5-methyloct-5-ene-2,4-diol → (2R,6S)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran (1235460-18-0) + (2R,6R)-2-(benzyloxymethyl)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran (1235459-89-8)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; optical yield given as %de; stereoselective reaction;

DOI:10.1021/ol101103q

upstream raw materials:

(2R,4S,E)-1-(benzyloxy)-5-methyloct-5-ene-2,4-diol

(2R,4R,E)-1-(benzyloxy)-5-methyloct-5-ene-2,4-diol

(R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane

(R,E)-1-(benzyloxy)-2-((tert-butyldimethylsilyl)oxy)-5-methyloct-5-en-4-one