FMOC-D-3,4,5-TRIFLUOROPHENYLALANINE

Base Information

• Chemical Name: FMOC-D-3,4,5-TRIFLUOROPHENYLALANINE
• CAS No.: 205526-31-4
• Molecular Formula: C₂₄H₁₈F₃NO₄
• Molecular Weight: 441.406
• Hs Code.: 2922498590
• Mol file: 205526-31-4.mol

Synonyms:FMOC-3,4,5-TRIFLUORO-D-PHENYLALANINE;FMOC-D-PHE(3,4,5-F 3)-OH;FMOC-D-PHE(3,4,5-TRIFLUORO)-OH;FMOC-D-PHE(M,P-F3)-OH;FMOC-D-PHE(F)3-OH;FMOC-D-3,4,5-TRIFLUOROPHENYLALANINE;D-3,4,5-TRIFLUOROPHENYLALANINE, FMOC PROTECTED;3,4,5-TRIFLUORO-D-PHENYLALANINE FMOC PROTECTED

Chemical Property of FMOC-D-3,4,5-TRIFLUOROPHENYLALANINE

Chemical Property:

• PSA: 75.63000
• LogP: 5.02920
• Storage Temp.: Store at -15°C

Purity/Quality:

98%Min ^*data from raw suppliers

Fmoc-3,4,5-trifluoro-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-D-3,4,5-TRIFLUOROPHENYLALANINE

There total 6 articles about FMOC-D-3,4,5-TRIFLUOROPHENYLALANINE 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: 81.0%

methyl (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4,5-trifluorophenyl)propanoate → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4,5-trifluorophenyl)propanoic acid (205526-31-4)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 0 ℃; for 1h;

DOI:10.1021/ja512690x

Reference yield:

methyl (S)-2-(1,3-dioxoisoindolin-2-yl)-3-(3,4,5-trifluorophenyl)propanoate → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4,5-trifluorophenyl)propanoic acid (205526-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1: ethylenediamine / dichloromethane; methanol / 3 h / 40 °C

2: sodium hydrogencarbonate / water; 1,4-dioxane / 0 - 20 °C

3: lithium hydroxide monohydrate / water; tetrahydrofuran / 1 h / 0 °C

With lithium hydroxide monohydrate; sodium hydrogencarbonate; ethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1021/ja512690x

Reference yield:

1,2,3-trifluoro-5-iodobenzene (170112-66-0) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4,5-trifluorophenyl)propanoic acid (205526-31-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: α-picoline; palladium diacetate; silver(I) acetate / 24 h / 20 - 75 °C / Sealed tube

1.2: 3 h / 80 °C / Sealed tube

2.1: ethylenediamine / dichloromethane; methanol / 3 h / 40 °C

3.1: sodium hydrogencarbonate / water; 1,4-dioxane / 0 - 20 °C

4.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 1 h / 0 °C

With α-picoline; lithium hydroxide monohydrate; silver(I) acetate; palladium diacetate; sodium hydrogencarbonate; ethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1021/ja512690x

upstream raw materials:

1,2,3-trifluoro-5-iodobenzene

(fluorenylmethoxy)carbonyl chloride

Refernces

• 1、 -. "LIGAND-CONTROLLED C(SP3)-H ARYLATION AND OLEFINATION IN SYNTHESIS OF UNNATURAL CHIRAL ALPHA AMINO ACIDS". Page/Page column 256. . Retrieved 2015/10/05.