ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate

Base Information

Chemical Name:ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate
CAS No.:228109-05-5
Molecular Formula:C₁₈H₂₅F₂NO₅
Molecular Weight:373.397
Hs Code.:

Synonyms:ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate

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Chemical Property of ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate

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Technology Process of ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate

There total 3 articles about ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate 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: 45.0%

: 667-27-6
Ethyl bromodifluoroacetate

: 72155-45-4
Boc-L-phenylalaninal

: 228109-05-5
ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate

Guidance literature:: With zinc; In tetrahydrofuran; for 0.5h; Heating;
DOI:10.1021/jm00104a004

Reference yield:

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

: 228109-05-5
ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / 1,1'-carbonyldiimidazole(CDI) / CH₂Cl₂ / 1.) from 0 deg C to RT, 1 h, 2.) overnight

2: 70 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

3: 45 percent / Zn / tetrahydrofuran / 0.5 h / Heating

With lithium aluminium tetrahydride; 1,1'-carbonyldiimidazole; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00104a004

Reference yield:

: 87694-53-9
Boc-Phe-OH N,O-dimethyl hydroxamate

: 228109-05-5
ethyl 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3-(RS)-hydroxy-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

2: 45 percent / Zn / tetrahydrofuran / 0.5 h / Heating

With lithium aluminium tetrahydride; zinc; In tetrahydrofuran;
DOI:10.1021/jm00104a004