Technology Process of Cyclopentanone,
3-[(1R,2E)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-(phenylmethoxy)-2-
butenyl]-4-[(1E,6S)-6-(phenylmethoxy)-1-heptenyl]-, (3R,4S)-
There total 28 articles about Cyclopentanone,
3-[(1R,2E)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-(phenylmethoxy)-2-
butenyl]-4-[(1E,6S)-6-(phenylmethoxy)-1-heptenyl]-, (3R,4S)- 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:
- Guidance literature:
-
With
lithium hydroxide; chloro(1,5-cyclooctadiene)rhodium(I) dimer;
In
methanol; water;
at 20 ℃;
for 1h;
DOI:10.1021/ol800137f
- Guidance literature:
-
(E)-(S)-6-benzyloxy-hept-1-ene;
With
n-butyllithium;
With
methyllithium;
(R)-4-[(E)-(R)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-cyclopent-2-enone;
Further stages.;
DOI:10.1016/j.tetlet.2003.10.130
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 95.1 percent / mCPBA
2.1: 46.4 percent / (R,R)-salenCo(III)OAc / H2O / 72 h / 10 - 20 °C
3.1: 99 percent / H2 / Pd/C; Co(OAc)4 / methanol / 20 °C / 760 Torr
4.1: TMSOTf / CH2Cl2; petroleum ether / 2 h
5.1: 2.70 g / NaOMe / methanol / 3 h / 20 °C
6.1: 73.3 percent / DMAP; Et3N / CH2Cl2 / 20 °C
7.1: 86.1 percent / dimethylsulfoxide / 20 °C
8.1: 72.4 percent / cateholborane / 36 h / 20 °C
9.1: 95.4 percent / I2; aq. NaOH / diethyl ether / 0.33 h / 20 °C
10.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
10.2: MeCuCNLi / tetrahydrofuran; hexane; diethyl ether / 1 h / -78 °C
10.3: 92.6 percent / tetrahydrofuran; hexane; diethyl ether / 1 h / -78 °C
With
dmap; sodium hydroxide; n-butyllithium; (S,S)-(salen)cobalt(III)(OAc); trimethylsilyl trifluoromethanesulfonate; hydrogen; iodine; sodium methylate; triethylamine; 3-chloro-benzenecarboperoxoic acid; benzo[1,3,2]dioxaborole;
palladium on activated charcoal; Co(OAc)4;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; Petroleum ether;
2.1: Jacobsen kinetic hydrolytic resolution / 10.3: Michael addition;
