(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

Base Information

Chemical Name:(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole
CAS No.:863663-20-1
Molecular Formula:C₃₃H₆₁NO₅Si₂
Molecular Weight:608.022
Hs Code.:

(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

Synonyms:(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

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Chemical Property of (4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

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Technology Process of (4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

There total 6 articles about (4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole 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: 93.0%

: 863663-18-7
(2R,4R)-2-[(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-4-methyl-4,5-dihydroisoxazol-5-yl]-5-[(4-methoxybenzyl)oxy]-4-methylpentan-2-ol

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 863663-20-1
(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1002/anie.200500172

Reference yield:

: C₁₀H₂₂ClNO₂Si

: 863663-20-1
(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

Guidance literature:: Multi-step reaction with 4 steps

1: 1.20 g / EtMgBr / CH₂Cl₂; diethyl ether; propan-2-ol / 0 - 20 °C

2: 82 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

3: 64 percent / t-BuLi; MgBr₂ / diethyl ether; pentane; various solvents / 1 h / -78 °C

4: 93 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; ethylmagnesium bromide; tert.-butyl lithium; magnesium bromide; In diethyl ether; dichloromethane; various solvents; isopropyl alcohol; pentane;
DOI:10.1002/anie.200500172

Reference yield:

: C₁₂H₁₇BrMgO₂

: 863663-20-1
(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / t-BuLi; MgBr₂ / diethyl ether; pentane; various solvents / 1 h / -78 °C

2: 93 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; tert.-butyl lithium; magnesium bromide; In diethyl ether; dichloromethane; various solvents; pentane;
DOI:10.1002/anie.200500172