Technology Process of 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)
There total 5 articles about 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI) 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:
-
(1S,2S,3S)-(-)-oxalic acid 2-ethoxycarbonyl-3-formylcyclopropyl ester methyl ester;
With
boron trifluoride diethyl etherate;
In
dichloromethane;
at -78 ℃;
for 0.5h;
allyl-trimethyl-silane;
In
dichloromethane;
at -78 ℃;
for 20h;
With
triethylamine;
In
deuteromethanol;
at 0 ℃;
for 18h;
diastereoselective reaction;
DOI:10.1002/chem.201402735
- Guidance literature:
-
With
barium dihydroxide;
In
methanol;
at 0 ℃;
Title compound not separated from byproducts;
DOI:10.1021/ol034141s
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 53 percent / Cu(OTf)2; (S,S)-2,2-bis(4,4-di-t-Bu-2-1,3-oxazolin-2-yl)propane; PhNHNH2 / CH2Cl2 / 12 h / 0 °C
2.1: O3 / CH2Cl2 / -78 °C
2.2: 94 percent / Me2S / CH2Cl2 / 24 h / -78 - 20 °C
3.1: BF3*Et2O / CH2Cl2 / 24 h / -78 °C
4.1: Ba(OH)2*8H2O / methanol / 0 °C
With
barium dihydroxide; (S,S)-2,2-bis(4,4-di-t-Bu-2-1,3-oxazolin-2-yl)propane; boron trifluoride diethyl etherate; copper(II) bis(trifluoromethanesulfonate); ozone; phenylhydrazine;
In
methanol; dichloromethane;
DOI:10.1021/ol034141s
