(3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester

Base Information

Chemical Name:(3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester
CAS No.:254750-81-7
Molecular Formula:C₁₈H₂₄F₄N₂O₅
Molecular Weight:424.393
Hs Code.:

Synonyms:(3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester

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Chemical Property of (3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester

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Technology Process of (3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester

There total 11 articles about (3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl 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: 76.2%

: 868565-58-6
(3S)-3-[(N-benzyloxycarbonyl)alaninyl]amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester

: 254750-81-7
(3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 25 ℃; for 2h; under 775.743 Torr;

Reference yield:

: 868565-55-3
(3S)-3-[(N-benzyloxycarbonyl)-L-alaninyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester

: 254750-81-7
(3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: KF / dimethylformamide / 4 h / 20 °C

2: 0.142 g / NaBH₄ / methanol; tetrahydrofuran / 1 h / 0 °C

3: H₂ / Pd/C / methanol / 2 h / 760 Torr

With potassium fluoride; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm050307e

Reference yield:

: 868565-57-5
(3S)-3-[(N-benzyloxycarbonyl)alaninyl]amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-oxopentanoic acid tert-butyl ester

: 254750-81-7
(3S)-3-(alaninyl)amino-5-(2′,3′,5′,6′-tetrafluorophenoxy)-4-hydroxypentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 0.142 g / NaBH₄ / methanol; tetrahydrofuran / 1 h / 0 °C

2: H₂ / Pd/C / methanol / 2 h / 760 Torr

With sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1021/jm050307e