1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone

Base Information

Chemical Name:1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone
CAS No.:109553-24-4
Molecular Formula:C₂₀H₂₈F₂N₂O₄
Molecular Weight:398.45
Hs Code.:

Synonyms:1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone

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Chemical Property of 1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone

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Technology Process of 1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone

There total 3 articles about 1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone 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: 54.0%

: 109553-23-3
O-benzyl 4(S)-<(tert-butyloxycarbonyl)amino>-2,2-difluoro-3(R)-hydroxy-6-methylheptanohydroxamate

: 109553-24-4
1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 50 ℃; for 0.75h;
DOI:10.1021/jm00393a026

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 109553-24-4
1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / 1-hydroxybenzotriazole, diisopropylethylamine, dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

2: 54 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.75 h / 50 °C

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00393a026

Reference yield:

: 103322-63-0
sodium 4(S)-<(tert-butyloxycarbonyl)amino>-2,2-difluoro-3(R)-hydroxy-6-methylheptanoate

: 109553-24-4
1-(benzyloxy)-4(S)-<1(S)-<(tert-butoxycarbonyl)amino>-3-methylbutyl>-3,3-difluoro-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / 1-hydroxybenzotriazole, diisopropylethylamine, dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

2: 54 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.75 h / 50 °C

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00393a026