Technology Process of (4S,5S)-4-((1S,2S)-1-Hydroxy-2-methyl-but-3-enyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester
There total 8 articles about (4S,5S)-4-((1S,2S)-1-Hydroxy-2-methyl-but-3-enyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 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:
-
Multi-step reaction with 3 steps
1: 1.) LHMDS / 1.) THF, -78 deg C, 1 h, 2.) THF, Et2O, -78 deg C, 10 min
2: DCC, TFA, pyridine / benzene; dimethylsulfoxide / Ambient temperature
3: 1.) tert-BuOK, n-BuLi, 2.) (-)-B-methoxy-(diisopinocampheyl)borane, 3.) BF3*Et2O
With
pyridine; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; dicyclohexyl-carbodiimide; (-)-B-methoxydiisopinocampheylborane; trifluoroacetic acid; lithium hexamethyldisilazane;
In
dimethyl sulfoxide; benzene;
DOI:10.1021/ja9541544
- Guidance literature:
-
Multi-step reaction with 2 steps
1: DCC, TFA, pyridine / benzene; dimethylsulfoxide / Ambient temperature
2: 1.) tert-BuOK, n-BuLi, 2.) (-)-B-methoxy-(diisopinocampheyl)borane, 3.) BF3*Et2O
With
pyridine; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; dicyclohexyl-carbodiimide; (-)-B-methoxydiisopinocampheylborane; trifluoroacetic acid;
In
dimethyl sulfoxide; benzene;
DOI:10.1021/ja9541544
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 82 percent / p-TsOH*H2O / 1,2-dimethoxy-ethane / 3.5 h / Heating
2: 1.) LHMDS / 1.) THF, -78 deg C, 1 h, 2.) THF, Et2O, -78 deg C, 10 min
3: DCC, TFA, pyridine / benzene; dimethylsulfoxide / Ambient temperature
4: 1.) tert-BuOK, n-BuLi, 2.) (-)-B-methoxy-(diisopinocampheyl)borane, 3.) BF3*Et2O
With
pyridine; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; (-)-B-methoxydiisopinocampheylborane; trifluoroacetic acid; lithium hexamethyldisilazane;
In
1,2-dimethoxyethane; dimethyl sulfoxide; benzene;
DOI:10.1021/ja9541544
