Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Base Information

Chemical Name:Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester
CAS No.:735317-57-4
Molecular Formula:C₃₀H₃₅NO₄Si
Molecular Weight:501.698
Hs Code.:

Synonyms:Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

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Chemical Property of Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

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Technology Process of Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

There total 6 articles about Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester 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%

: 98-88-4
benzoyl chloride

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

: 735317-57-4
Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 23 ℃; for 15h;
DOI:10.1021/ol0490633

Reference yield:

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

: 735317-57-4
Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 3 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

3.1: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 15 h / 23 °C

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

Reference yield:

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

: 735317-57-4
Benzoic acid (R)-1-[(4S,5R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 5 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

5.1: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 15 h / 23 °C

With dmap; 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