methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate

Base Information

Chemical Name:methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate
CAS No.:81121-32-6
Molecular Formula:C₂₂H₂₈O₅
Molecular Weight:372.461
Hs Code.:

Synonyms:methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate

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Chemical Property of methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate

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Technology Process of methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate

There total 5 articles about methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate 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: 66.0%

: 67-56-1
methanol

: 1629-58-9
4-penten-3-one

: 81121-31-5
diethyl rac-(4E,6E,8E,10E)-3-oxo-2,6,10-trimethyl-4,6,8,10-dodecatetraenedioate

: 81121-30-4
(2E,4E,6E)-8-Acetoxy-3,7,11-trimethyl-10-oxo-dodeca-2,4,6-trienedioic acid diethyl ester

: 81121-33-7
(2E,4E,6E,8E)-3,7-Dimethyl-deca-2,4,6,8-tetraenedioic acid dimethyl ester

: 81121-32-6
methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate

Guidance literature:: With sodium methylate; Multistep reaction; 2.) room temp., 16 h;
DOI:10.1021/jo00348a042

Reference yield: 59.0%

: 67-56-1
methanol

: 1629-58-9
4-penten-3-one

: 81121-31-5
diethyl rac-(4E,6E,8E,10E)-3-oxo-2,6,10-trimethyl-4,6,8,10-dodecatetraenedioate

: 81121-33-7
(2E,4E,6E,8E)-3,7-Dimethyl-deca-2,4,6,8-tetraenedioic acid dimethyl ester

: 81121-32-6
methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate

Guidance literature:: With sodium methylate; Multistep reaction; 2.) room temp., 18 h;
DOI:10.1021/jo00348a042

Reference yield:

: 609-14-3
2-acetylpropanoic acid ethyl ester

: 81121-32-6
methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) a) NaH, b) n-BuLi / 1.) a) THF, 0 deg C, 1.5 h, b) hexane, 0 deg C, 1.25 h, 2.) -70 deg C, 1 h

2: 54 percent / methanesulfonic acid / acetic acid / 5.5 h / Ambient temperature

3: 1.) sodium methoxide / 2.) room temp., 16 h

With n-butyllithium; methanesulfonic acid; sodium methylate; sodium hydride; In acetic acid;
DOI:10.1021/jo00348a042