FMOC-D-2-NITROPHENYLALANINE

Base Information

• Chemical Name: FMOC-D-2-NITROPHENYLALANINE
• CAS No.: 478183-70-9
• Molecular Formula: C₂₄H₂₀N₂O₆
• Molecular Weight: 432.433
• Hs Code.: 2924299090
• Mol file: 478183-70-9.mol

Synonyms:(R)-N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-2-AMINO-3-(2-NITRO-PHENYL)-PROPIONIC ACID;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-(2-NITROPHENYL)ALANINE;FMOC-D-2-NITROPHE;FMOC-D-2-NITROPHENYLALANINE;FMOC-D-PHE(2-NO2)-OH;FMOC-2-NITRO-D-PHENYLALANINE;2-Nitro-D-phenylalanine, N-FMOC protected;(R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(2-nitrophenyl)propanoic acid

Chemical Property of FMOC-D-2-NITROPHENYLALANINE

Chemical Property:

• Vapor Pressure: 5.18E-19mmHg at 25°C
• Refractive Index: 1.649
• Boiling Point: 672.7 °C at 760 mmHg
• PKA: 3.58±0.11(Predicted)
• Flash Point: 360.6 °C
• PSA: 121.45000
• Density: 1.371g/cm³
• LogP: 5.04330
• Storage Temp.: Store at?0-5°C

Purity/Quality:

98%min ^*data from raw suppliers

Fmoc-2-nitro-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-2-NITROPHENYLALANINE

There total 1 articles about FMOC-D-2-NITROPHENYLALANINE 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: 93.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (2S)-2-amino-3-(2-nitrophenyl)propanoic acid (1991-82-8,35378-63-3,19883-75-1) → (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(2-nitrophenyl)propanoic acid (210282-30-7,478183-70-9)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 4h;

DOI:10.1021/jacs.1c02817

Reference yield: 47.0%

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(2-nitrophenyl)propanoic acid (210282-30-7,478183-70-9) + C12H18N6O3 → (9H-fluoren-9-yl)methyl (S)-1-((2S,3S,4R)-5-(6-(dimethylamino)-9H-purin-9-yl)-4-hydroxy-2- (hydroxymethyl)- tetrahydrofuran-3-ylamino)-3-(2-nitrophenyl)-1-oxopropan-2-ylcarbamate

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h; Darkness; Inert atmosphere;

DOI:10.1021/jacs.1c02817

Reference yield:

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(2-nitrophenyl)propanoic acid (210282-30-7,478183-70-9) → (S)-2-amino-N-((2S,3S,4R)-5-(6-(dimethylamino)-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)-tetrahydrofuran-3-yl)-3-(2-nitrophenyl) propanamide

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Darkness; Inert atmosphere

2: morpholine / N,N-dimethyl-d₆-formamide / 2 h / 20 °C / Inert atmosphere; Darkness

With morpholine; 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; N,N-dimethyl-d₆-formamide;

DOI:10.1021/jacs.1c02817

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(2S)-2-amino-3-(2-nitrophenyl)propanoic acid

Refernces