Technology Process of (2S,3Z,5S,6E)-2-(phenylmethyl)-5-isopropyl-7-<(5R)-N-<(tert-butyloxy)carbonyl>-2,2-dimethyl-4-thiazolidinyl>-2,6-heptadienoic acid
There total 7 articles about (2S,3Z,5S,6E)-2-(phenylmethyl)-5-isopropyl-7-<(5R)-N-<(tert-butyloxy)carbonyl>-2,2-dimethyl-4-thiazolidinyl>-2,6-heptadienoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: CrCl2, Ni(COD)2 / tetrahydrofuran / Ambient temperature
2: 77 percent / Et3N / CH2Cl2 / 0.67 h / 0 °C
3: 1.) CuCN, 2.) BF3*OEt2 / 1.) THF, -20 deg C to room temperature, 2.) THF, -78 deg C, 20 min
4: aq. LiOH / dioxane / 23 h / Ambient temperature
With
chromium dichloride; bis(1,5-cyclooctadiene)nickel (0); lithium hydroxide; boron trifluoride diethyl etherate; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jo981892c
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) (COCl)2, DMSO, 2.) TEA / 1.) CH2Cl2, -60 deg C, 10 min, 2.) -60 deg C to room temperature
2: CrCl2, Ni(COD)2 / tetrahydrofuran / Ambient temperature
3: 77 percent / Et3N / CH2Cl2 / 0.67 h / 0 °C
4: 1.) CuCN, 2.) BF3*OEt2 / 1.) THF, -20 deg C to room temperature, 2.) THF, -78 deg C, 20 min
5: aq. LiOH / dioxane / 23 h / Ambient temperature
With
chromium dichloride; bis(1,5-cyclooctadiene)nickel (0); lithium hydroxide; oxalyl dichloride; TEA; boron trifluoride diethyl etherate; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jo981892c
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 68 percent / DIBAL / toluene; hexane / 0.25 h / Ambient temperature
2: 1.) (COCl)2, DMSO, 2.) TEA / 1.) CH2Cl2, -60 deg C, 10 min, 2.) -60 deg C to room temperature
3: CrCl2, Ni(COD)2 / tetrahydrofuran / Ambient temperature
4: 77 percent / Et3N / CH2Cl2 / 0.67 h / 0 °C
5: 1.) CuCN, 2.) BF3*OEt2 / 1.) THF, -20 deg C to room temperature, 2.) THF, -78 deg C, 20 min
6: aq. LiOH / dioxane / 23 h / Ambient temperature
With
chromium dichloride; bis(1,5-cyclooctadiene)nickel (0); lithium hydroxide; oxalyl dichloride; TEA; boron trifluoride diethyl etherate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; toluene;
DOI:10.1021/jo981892c