(3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid

Base Information

Chemical Name:(3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid
CAS No.:368449-01-8
Molecular Formula:C₂₆H₂₃NO₄
Molecular Weight:413.473
Hs Code.:

Synonyms:(3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid

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Chemical Property of (3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid

Chemical Property:

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Technology Process of (3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid

There total 1 articles about (3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid 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: 52.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 368448-99-1
(3R,4E)-3-amino-5-phenylpent-4-enoic acid

: 368449-01-8
(3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid

Guidance literature:: With potassium carbonate; In 1,4-dioxane; at 0 - 20 ℃; for 12h;
DOI:10.1039/b100402f

Reference yield:

: 368449-01-8
(3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid

: cyclo[-(3R,E)-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OH-γ-Sar-(R)-Asp-α-OH-β-(S)-Phe-]

Guidance literature:: Multi-step reaction with 3 steps

1: 28 percent / DIPEA; BOP-Cl / CH₂Cl₂; dimethylformamide / 6 h / 0 °C

2: 68 percent / aq. LiOH / tetrahydrofuran / 1 h / 0 °C

With lithium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b100402f

Reference yield:

: 368449-01-8
(3R,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-5-phenylpent-4-enoic acid

: 368449-08-5
cyclo[-(3R,E)-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-]

Guidance literature:: Multi-step reaction with 2 steps

1: 28 percent / DIPEA; BOP-Cl / CH₂Cl₂; dimethylformamide / 6 h / 0 °C

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b100402f