(S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole

Base Information

Chemical Name:(S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole
CAS No.:913355-73-4
Molecular Formula:C₂₃H₃₈INO₃Si
Molecular Weight:531.55
Hs Code.:

Synonyms:(S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole

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Chemical Property of (S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole

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Technology Process of (S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole

There total 6 articles about (S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole 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:

Reference yield: 92.0%

: 913355-72-3
(S)-3-Benzyloxy-1-[(S)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazol-5-yl]-propan-1-ol

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 913355-73-4
(S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole

Guidance literature:: With 2,6-dimethylpyridine; In tetrahydrofuran;
DOI:10.1002/anie.200601655

Reference yield:

: (S)-2-Methyl-4-triisopropylsilanyloxy-butyraldehyde oxime

: 913355-73-4
(S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert-BuOCl / CH₂Cl₂ / -78 °C

1.2: EtMgBr / CH₂Cl₂; propan-2-ol

2.1: tetra-n-butylammonium fluoride / tetrahydrofuran

3.1: 83 percent / iodine; imidazole; triphenylphosphine / tetrahydrofuran

4.1: 92 percent / 2,6-lutidine / tetrahydrofuran

With 1H-imidazole; 2,6-dimethylpyridine; tert-butylhypochlorite; tetrabutyl ammonium fluoride; iodine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200601655

Reference yield:

: 913355-71-2
(S)-3-[(S)-5-((S)-3-Benzyloxy-1-hydroxy-propyl)-4,5-dihydro-isoxazol-3-yl]-butan-1-ol

: 913355-73-4
(S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-3-((S)-3-iodo-1-methyl-propyl)-4,5-dihydro-isoxazole

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / iodine; imidazole; triphenylphosphine / tetrahydrofuran

2: 92 percent / 2,6-lutidine / tetrahydrofuran

With 1H-imidazole; 2,6-dimethylpyridine; iodine; triphenylphosphine; In tetrahydrofuran;
DOI:10.1002/anie.200601655