Technology Process of rac-(E)-ethyl 7-(methoxycarbonyl)amino-8-(trityloxy)-2-octenoate
There total 11 articles about rac-(E)-ethyl 7-(methoxycarbonyl)amino-8-(trityloxy)-2-octenoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 561 mg / PCC, molecular sieves 4A / CH2Cl2 / 0.5 h / 0 °C
2: 63 percent / conc. HCl / 4 h / -15 °C
3: 1.22 g / DMAP, pyridine / 4 h / 70 °C
4: pyridine / 2 h
5: 79 percent / sodium azide / dimethylformamide / 15 h / 70 °C
6: 353 mg / LiAlH4 / tetrahydrofuran / 1.5 h / Ambient temperature
7: 73 percent / K2CO3 / acetone; H2O / 1.5 h / Ambient temperature
8: 203 mg / CaCO3, HgCl2 / acetonitrile; H2O / 0.5 h / Ambient temperature
9: 100 percent / 60percent NaH in mineral oil / tetrahydrofuran / 0.5 h / Ambient temperature
With
pyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; sodium azide; 4 A molecular sieve; sodium hydride; potassium carbonate; pyridinium chlorochromate; calcium carbonate; mercury dichloride;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4020(01)85638-6
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 90 percent / DL-camphorsulfonic acid / acetone / 0.5 h
2: 561 mg / PCC, molecular sieves 4A / CH2Cl2 / 0.5 h / 0 °C
3: 63 percent / conc. HCl / 4 h / -15 °C
4: 1.22 g / DMAP, pyridine / 4 h / 70 °C
5: pyridine / 2 h
6: 79 percent / sodium azide / dimethylformamide / 15 h / 70 °C
7: 353 mg / LiAlH4 / tetrahydrofuran / 1.5 h / Ambient temperature
8: 73 percent / K2CO3 / acetone; H2O / 1.5 h / Ambient temperature
9: 203 mg / CaCO3, HgCl2 / acetonitrile; H2O / 0.5 h / Ambient temperature
10: 100 percent / 60percent NaH in mineral oil / tetrahydrofuran / 0.5 h / Ambient temperature
With
pyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; sodium azide; 4 A molecular sieve; camphor-10-sulfonic acid; sodium hydride; potassium carbonate; pyridinium chlorochromate; calcium carbonate; mercury dichloride;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4020(01)85638-6
