Technology Process of 1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylbut-3-ene
There total 2 articles about 1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylbut-3-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-benzyloxy-2(S),4(S)-dimethyl-hex-5-en-3(R)-ol;
With
potassium hydride;
In
tetrahydrofuran;
at -5 ℃;
for 0.5h;
methyl iodide;
In
tetrahydrofuran;
at 20 ℃;
for 2.5h;
Further stages.;
DOI:10.1021/ol015531m
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 89 percent / TiCl4
2.1: KH / tetrahydrofuran / 0.5 h / -5 °C
2.2: 92 percent / tetrahydrofuran / 2.5 h / 20 °C
With
titanium tetrachloride; potassium hydride;
In
tetrahydrofuran;
DOI:10.1021/ol015531m
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 9-BBN / tetrahydrofuran / 6 h / sonication
1.2: 88 percent / H2O2 / methanol; tetrahydrofuran; various solvent(s)
2.1: TPAP; NMO; 4 Angstroem molecular sieves / CH2Cl2 / 1.5 h / 0 °C
3.1: 1.6 g / PPh3 / CH2Cl2 / 0.5 h / -78 °C
4.1: n-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C
4.2: 99 percent / DMPU / tetrahydrofuran; various solvent(s) / 1 h
5.1: 84 percent / Li; NH3 / tetrahydrofuran / 3.33 h / -78 - -40 °C
6.1: TPAP; NMO; 4 Angstroem molecular sieves / CH2Cl2 / 0.5 h / 0 °C
7.1: 398 mg / BF3*Et2O / CH2Cl2 / 1 h / -90 °C
8.1: 16 mg / SmI2 / tetrahydrofuran; methanol / 14 h / -16 °C
9.1: p-toluenesulphonic acid / CH2Cl2 / 6 h
With
9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; N-methyl-2-indolinone; samarium diiodide; tetrapropylammonium perruthennate; 4 A molecular sieve; boron trifluoride diethyl etherate; ammonia; lithium; triphenylphosphine;
toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol015531m