Technology Process of 4-Penten-2-ol, 1-[(4-bromophenyl)methoxy]-3-methyl-, (2R,3S)-
There total 5 articles about 4-Penten-2-ol, 1-[(4-bromophenyl)methoxy]-3-methyl-, (2R,3S)- 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:
-
(Z)-2-Butene; 2-((4-bromobenzyl)oxy)acetaldehyde;
With
n-butyllithium; potassium tert-butylate; (+)-B-methoxydiisocamphenylborane;
boron trifluoride diethyl etherate;
In
tetrahydrofuran; diethyl ether; hexane;
at -78 ℃;
for 5h;
With
sodium hydroxide; dihydrogen peroxide;
In
tetrahydrofuran; diethyl ether; hexane;
for 1h;
Heating;
DOI:10.1021/jo0486387
- Guidance literature:
-
(Z)-2-Butene;
With
n-butyllithium; potassium tert-butylate;
In
tetrahydrofuran; hexane;
at -78 - -45 ℃;
for 0.166667h;
With
boron trifluoride diethyl etherate; (+)-B-methoxydiisocamphenylborane;
In
tetrahydrofuran; diethyl ether; hexane;
at -78 ℃;
for 0.666667h;
2-((4-bromobenzyl)oxy)acetaldehyde;
In
tetrahydrofuran; diethyl ether; hexane;
at -78 - 20 ℃;
Further stages. Title compound not separated from byproducts.;
DOI:10.1021/ja012709r
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 24 °C
2.1: n-BuLi; t-BuOK; (+)-(Ipc)2BOMe / BF3*OEt2 / tetrahydrofuran; hexane; diethyl ether / 5 h / -78 °C
2.2: 45 percent / aq. NaOH; H2O2 / tetrahydrofuran; hexane; diethyl ether / 1 h / Heating
With
n-butyllithium; potassium tert-butylate; Dess-Martin periodane; (+)-B-methoxydiisocamphenylborane;
boron trifluoride diethyl etherate;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane;
1.1: Dess-Martin oxidation;
DOI:10.1021/jo0486387