2-Oxocanone, 8-methyl-4-(phenylmethoxy)-, (4S,8R)-

Base Information

Chemical Name:2-Oxocanone, 8-methyl-4-(phenylmethoxy)-, (4S,8R)-
CAS No.:213818-72-5
Molecular Formula:C15H20O3
Molecular Weight:248.322
Hs Code.:

Synonyms:

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Chemical Property of 2-Oxocanone, 8-methyl-4-(phenylmethoxy)-, (4S,8R)-

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Technology Process of 2-Oxocanone, 8-methyl-4-(phenylmethoxy)-, (4S,8R)-

There total 13 articles about 2-Oxocanone, 8-methyl-4-(phenylmethoxy)-, (4S,8R)- 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: 77.0%

: 213818-71-4
(3S,7R)-3-(benzyloxy)-7-hydroxyoctanoic acid

: (4S,8R,12S,16R)-4,12-dibenzyloxy-8,16-dimethyl-1,9-dioxacyclohexadecane-2,10-tetron

: 213818-72-5
(4S,8R)-4-(benzyloxy)-8-methyloxocan-2-one

Guidance literature:: With hafnium(IV) trifluoromethanesulfonate; 4-(trifluoromethyl)benzoic anhydride; In tetrahydrofuran; acetonitrile; for 8h; Heating;
DOI:10.1246/cl.1998.831

Reference yield: 69.0%

: 213818-71-4
(3S,7R)-3-(benzyloxy)-7-hydroxyoctanoic acid

: 213818-72-5
(4S,8R)-4-(benzyloxy)-8-methyloxocan-2-one

Guidance literature:: (3S,7R)-3-(benzyloxy)-7-hydroxyoctanoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

With dmap; In toluene; at 90 - 100 ℃; for 10h; stereoselective reaction; Inert atmosphere;
DOI:10.1007/s00706-015-1526-4

Reference yield:

: 154568-30-6
(5R,2E)-5-(tert-butyl-dimethyl-silyloxy)-hex-2-enoic acid ethyl ester

: 213818-72-5
(4S,8R)-4-(benzyloxy)-8-methyloxocan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / hydrogen / palladium on activated carbon / ethanol / 10 h / 20 °C

2: 90 percent / DIBAL / toluene / 2 h / -78 °C

3: 89 percent / tin(II) trifluoromethanesulfonate; tributyltin fluoride; chiral diamine deriv. of D-proline / CH₂Cl₂ / 3 h / -78 °C

4: 93 percent / N,N-diisopropylethylamine; silver trifluoroacetate / methanol / 10 h / 20 °C

5: trifluoromethanesulfonic acid / CH₂Cl₂ / 0.5 h / 20 °C

6: aq. potassium hydroxide / methanol / 3 h / 20 °C

7: hafnium tetrakis(trifluoromethanesulfonate); 4-trifluoromethylbenzoic anhydride / acetonitrile / 2 h / Heating

With potassium hydroxide; tin(II) trifluoromethanesulfonate; hafnium tetrakis(trifluoromethanesulfonate); trifluorormethanesulfonic acid; chiral diamine deriv. of D-proline; 4-(trifluoromethyl)benzoic anhydride; hydrogen; silver trifluoroacetate; diisobutylaluminium hydride; tributyltin fluoride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; toluene; acetonitrile; 1: Catalytic hydrogenation / 2: Reduction / 3: aldol reaction / 4: transesterification / 5: Etherification / 6: Hydrolysis / 7: Cyclization;
DOI:10.3987/COM-99-S85