Technology Process of ethyl 4-((1R,2R,3S)-2-(benzyloxymethyl)-3-phenylcyclopropyl)benzoate
There total 8 articles about ethyl 4-((1R,2R,3S)-2-(benzyloxymethyl)-3-phenylcyclopropyl)benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
((1S,2S,3R)-2-((benzyloxy)methyl)-3-iodocyclopropyl)benzene;
With
tert.-butyl lithium;
In
diethyl ether; pentane;
at -78 - -65 ℃;
Inert atmosphere;
With
zinc dibromide;
In
diethyl ether; pentane;
at -78 - 20 ℃;
Inert atmosphere;
4-iodobenzoic acid ethyl ester;
With
palladium diacetate; tris-(o-tolyl)phosphine;
In
tetrahydrofuran; diethyl ether; pentane;
at 120 ℃;
for 0.333333h;
Sealed vial;
Microwave irradiation;
Inert atmosphere;
DOI:10.1002/chem.200902228
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: diethylzinc / dichloromethane / 0.17 h / -78 °C / Inert atmosphere
1.2: 15 h / -78 - -40 °C / Inert atmosphere; Darkness
2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2.2: 20 h / 0 - 20 °C / Inert atmosphere; Darkness
3.1: tert.-butyl lithium / pentane; diethyl ether / 0.33 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 - 20 °C / Inert atmosphere
3.3: 0.33 h / 20 - 120 °C / Inert atmosphere; Microwave irradiation; Sealed tube
With
tert.-butyl lithium; diethylzinc; sodium hydride;
In
tetrahydrofuran; diethyl ether; dichloromethane; pentane;
1.1: |Simmons-Smith Cyclopropanation / 1.2: |Simmons-Smith Cyclopropanation / 3.1: |Negishi Coupling / 3.2: |Negishi Coupling / 3.3: |Negishi Coupling;
DOI:10.1002/chem.201202528
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: diethylzinc / dichloromethane / 0.17 h / -78 °C / Inert atmosphere
1.2: 15 h / -78 - -40 °C / Inert atmosphere; Darkness
2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2.2: 20 h / 0 - 20 °C / Inert atmosphere; Darkness
3.1: tert.-butyl lithium / diethyl ether / 0.33 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 - 20 °C / Inert atmosphere
3.3: 16 h / 60 °C / Inert atmosphere
With
tert.-butyl lithium; diethylzinc; sodium hydride;
In
tetrahydrofuran; diethyl ether; dichloromethane;
1.1: |Simmons-Smith Cyclopropanation / 1.2: |Simmons-Smith Cyclopropanation / 3.1: |Negishi Coupling / 3.2: |Negishi Coupling / 3.3: |Negishi Coupling;
DOI:10.1002/chem.201202528
