tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

Base Information

Chemical Name:tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate
CAS No.:1236188-89-8
Molecular Formula:C₂₇H₂₅F₃N₄O₄
Molecular Weight:526.515
Hs Code.:

Synonyms:tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

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Chemical Property of tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

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Technology Process of tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

There total 10 articles about tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate 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: 86.0%

: 1236144-54-9,1236148-77-8
(Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate

: 1236188-88-7
5-phenyl-4-(trifluoromethyl)isoxazole-3-carbonyl fluoride

: 1236188-89-8
tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 72h;

Reference yield:

: 1236144-51-6
O₁-benzyl-O₃-tert-butylazetidine-1,3-dicarboxylate

: 1236188-89-8
tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2250.23 Torr / Autoclave

2: sodium cyanoborohydride / methanol / 0 - 20 °C

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / tert-butyl alcohol / 20 °C / Reflux

4: N-ethyl-N,N-diisopropylamine / acetonitrile / 72 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In methanol; ethyl acetate; acetonitrile; tert-butyl alcohol;
DOI:10.1021/acs.jmedchem.6b00089

Reference yield:

: 1236144-52-7
tert-butyl azetidine-3-carboxylate acetic acid salt

: 1236188-89-8
tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium cyanoborohydride / methanol / 0 - 20 °C

2: hydroxylamine hydrochloride; sodium hydrogencarbonate / tert-butyl alcohol / 20 °C / Reflux

3: N-ethyl-N,N-diisopropylamine / acetonitrile / 72 h / 20 °C / Inert atmosphere

With hydroxylamine hydrochloride; sodium cyanoborohydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile; tert-butyl alcohol;
DOI:10.1021/acs.jmedchem.6b00089