(S)-Nα-Fmoc-3-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)-2-aminopropanoic acid

Base Information

• Chemical Name: (S)-Nα-Fmoc-3-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)-2-aminopropanoic acid
• CAS No.: 1207188-05-3
• Molecular Formula: C₃₁H₂₉N₃O₆
• Molecular Weight: 539.588
• Mol file: 1207188-05-3.mol

Synonyms:

Chemical Property of (S)-Nα-Fmoc-3-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)-2-aminopropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-Nα-Fmoc-3-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)-2-aminopropanoic acid

There total 6 articles about (S)-Nα-Fmoc-3-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)-2-aminopropanoic 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:

C16H19N3O4 + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-Nα-Fmoc-3-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)-2-aminopropanoic acid (1207188-05-3)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 25 ℃;

DOI:10.1039/c4ob02235a

Reference yield:

(x)C2HF3O2*C16H19N3O4 + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-Nα-Fmoc-3-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)-2-aminopropanoic acid (1207188-05-3)

Guidance literature:

(x)C₂HF₃O₂*C₁₆H₁₉N₃O₄; N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; pH=7;

With hydrogenchloride; In water; pH=1 - 2;

DOI:10.1016/j.tet.2009.11.077

Reference yield:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → (S)-Nα-Fmoc-3-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)-2-aminopropanoic acid (1207188-05-3)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 50 °C

2: lithium hydroxide monohydrate / dichloromethane; methanol; water / 25 °C

3: trifluoroacetic acid / dichloromethane / 0 - 25 °C

4: sodium hydrogencarbonate / 1,4-dioxane; water / 25 °C

With lithium hydroxide monohydrate; sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1039/c4ob02235a

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

tert-butyl (S)-1-(methoxycarbonyl)-2-(4-(4-isopropoxypyrimidin-2-yloxy)phenyl)ethylcarbamate

4-isopropoxy-2-phenylmethanesulfonyl-pyrimidine