ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate

Base Information

Chemical Name:ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate
CAS No.:103322-57-2
Molecular Formula:C₁₈H₂₅F₂NO₅
Molecular Weight:373.397
Hs Code.:

Synonyms:ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate

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Chemical Property of ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate

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Technology Process of ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate

There total 6 articles about ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate 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: 87.0%

: 667-27-6
Ethyl bromodifluoroacetate

: 72155-45-4
Boc-L-phenylalaninal

: 103322-57-2
ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate

Guidance literature:: With zinc; In tetrahydrofuran; for 0.5h; Heating;
DOI:10.1021/jm000100f

Reference yield:

: 667-27-6
Ethyl bromodifluoroacetate

: 72155-45-4
Boc-L-phenylalaninal

: 103322-57-2
ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate

: 103322-59-4
ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-2,2-difluoro-3(S)-hydroxy-5-phenylheptanoate

Guidance literature:: With zinc; In tetrahydrofuran; for 0.25h; Heating;
DOI:10.1021/jm00160a048

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 103322-57-2
ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: HATU; Et₃N / CH₂Cl₂ / 3 h / 20 °C

2: LiAlH₄ / diethyl ether / 0.33 h

3: 87 percent / Zn / tetrahydrofuran / 0.5 h / Heating

With lithium aluminium tetrahydride; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Condensation / 2: Reduction / 3: Reformatsky reaction;
DOI:10.1021/jm000100f