(R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol

Base Information

Chemical Name:(R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol
CAS No.:735317-55-2
Molecular Formula:C₂₃H₃₁NO₃Si
Molecular Weight:397.59
Hs Code.:

Synonyms:(R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol

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Chemical Property of (R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol

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Technology Process of (R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol

There total 5 articles about (R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol 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: 77.0%

: 79646-46-1
(R)-(-)-(Z)-pent-3-en-2-ol

: 735317-36-9
(tert-butyl-diphenylsilanyloxy)acetaldehyde oxime

: 735317-55-2
(R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol

Guidance literature:: (tert-butyl-diphenylsilanyloxy)acetaldehyde oxime; With tert-butylhypochlorite; In dichloromethane; at -78 ℃; for 2h;

(R)-(-)-(Z)-pent-3-en-2-ol; With ethylmagnesium bromide; isopropyl alcohol; In dichloromethane; at 0 - 23 ℃; for 20h;
DOI:10.1021/ol0490633

Reference yield:

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: 735317-55-2
(R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2.43 g / HONH₂*HCl; Et₃N / ethanol / 5 h

2.1: t-BuOCl / CH₂Cl₂ / 2 h / -78 °C

2.2: 77 percent / EtMgBr; i-PrOH / CH₂Cl₂ / 20 h / 0 - 23 °C

With tert-butylhypochlorite; hydroxylamine hydrochloride; triethylamine; In ethanol; dichloromethane;
DOI:10.1021/ol0490633

Reference yield:

: 136787-49-0
3-(tert-butyldiphenylsilyloxy)prop-1-ene

: 735317-55-2
(R)-1-[(4S,5R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: NMO; K₂OsO₄*2H₂O / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 20 h / 23 °C

2.1: NaIO₄ / tetrahydrofuran; H₂O / 3 h / 0 °C

3.1: 2.43 g / HONH₂*HCl; Et₃N / ethanol / 5 h

4.1: t-BuOCl / CH₂Cl₂ / 2 h / -78 °C

4.2: 77 percent / EtMgBr; i-PrOH / CH₂Cl₂ / 20 h / 0 - 23 °C

With potassium osmate(VI); sodium periodate; N-methyl-2-indolinone; tert-butylhypochlorite; hydroxylamine hydrochloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol0490633