Technology Process of (2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-(oxo)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran
There total 23 articles about (2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-(oxo)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran 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 10 steps
1: imidazole
2: DIBALH / -78 °C
3: 81 percent / POCl3, pyridine / 80 °C
4: 99 percent / LDBB / tetrahydrofuran / -78 °C
5: 1.) SO3*pyridine, DMSO, 2.) Et3N
6: NaClO2, 2-methyl-2-butene, ethyl-1-propenyl ether / 2-methyl-propan-2-ol / pH 5.5
7: 1-chloro-N,N-trimethylpropenylamine
8: pyridine, DMAP
9: LDA / tetrahydrofuran / -78 °C
10: 1.) ZnI2, 2.) MgBr2*Et2O / 1.) r.t., 2.) reflux
With
pyridine; 1H-imidazole; dmap; sodium chlorite; 2-methyl-but-2-ene; lithium 4,4′-di(tert-butyl)biphenyl; pyridine-SO3 complex; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; ethyl-1-propenyl ether; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; zinc(II) iodide; magnesium bromide; lithium diisopropyl amide; trichlorophosphate;
In
tetrahydrofuran; tert-butyl alcohol;
DOI:10.1002/anie.199727411
- Guidance literature:
-
Multi-step reaction with 7 steps
1: imidazole / dimethylformamide
2: 1.) 9-BBN, 2.) H2O2
3: ZnI2
4: NaH, Bu4NI
5: 97 percent / m-CPBA, NaHCO3
6: LDA / tetrahydrofuran / -78 °C
7: 1.) ZnI2, 2.) MgBr2*Et2O / 1.) r.t., 2.) reflux
With
1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; zinc(II) iodide; magnesium bromide; lithium diisopropyl amide;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.199727411
- Guidance literature:
-
Multi-step reaction with 7 steps
1: imidazole / dimethylformamide
2: 1.) 9-BBN, 2.) H2O2
3: ZnI2
4: NaH, Bu4NI
5: 97 percent / m-CPBA, NaHCO3
6: LDA / tetrahydrofuran / -78 °C
7: 1.) ZnI2, 2.) MgBr2*Et2O / 1.) r.t., 2.) reflux
With
1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; zinc(II) iodide; magnesium bromide; lithium diisopropyl amide;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.199727411
