L-Glutamic acid, N-[3-bromo-4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-4-fluoro -, bis(1-methylethyl) ester, (4R)-

Base Information

• Chemical Name: L-Glutamic acid, N-[3-bromo-4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-4-fluoro -, bis(1-methylethyl) ester, (4R)-
• CAS No.: 194809-40-0
• Molecular Formula: C25H30BrFN8O5
• Molecular Weight: 621.466
• Mol file: 194809-40-0.mol

Synonyms:

Chemical Property of L-Glutamic acid, N-[3-bromo-4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-4-fluoro -, bis(1-methylethyl) ester, (4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Glutamic acid, N-[3-bromo-4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-4-fluoro -, bis(1-methylethyl) ester, (4R)-

There total 3 articles about L-Glutamic acid, N-[3-bromo-4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-4-fluoro -, bis(1-methylethyl) ester, (4R)- 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:

6-bromomethyl-pteridine-2,4-diamine (59368-16-0) + N-(4-amino-3-bromobenzoyl)-(αS,γR)-γ-fluoroglutamic acid α,γ-diisopropyl ester (194809-38-6) → (2S,4R)-2-{3-Bromo-4-[(2,4-diamino-pteridin-6-ylmethyl)-amino]-benzoylamino}-4-fluoro-pentanedioic acid diisopropyl ester (194809-40-0)

Guidance literature:

With potassium iodide; In N,N-dimethyl acetamide; at 50 ℃; for 18h;

DOI:10.1021/jm970085n

Reference yield:

4-amino-3-bromo-benzoic acid (6311-37-1) → (2S,4R)-2-{3-Bromo-4-[(2,4-diamino-pteridin-6-ylmethyl)-amino]-benzoylamino}-4-fluoro-pentanedioic acid diisopropyl ester (194809-40-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl cyanophosphonate, Et₃N / 1,2-dimethoxy-ethane / 14 h / 25 °C

2: KI / N,N-dimethyl-acetamide / 18 h / 50 °C

With diethyl cyanophosphonate; triethylamine; potassium iodide; In 1,2-dimethoxyethane; N,N-dimethyl acetamide;

DOI:10.1021/jm970085n

Reference yield:

(2R,4S)-2-Amino-4-fluoro-pentanedioic acid diisopropyl ester; hydrochloride → (2S,4R)-2-{3-Bromo-4-[(2,4-diamino-pteridin-6-ylmethyl)-amino]-benzoylamino}-4-fluoro-pentanedioic acid diisopropyl ester (194809-40-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl cyanophosphonate, Et₃N / 1,2-dimethoxy-ethane / 14 h / 25 °C

2: KI / N,N-dimethyl-acetamide / 18 h / 50 °C

With diethyl cyanophosphonate; triethylamine; potassium iodide; In 1,2-dimethoxyethane; N,N-dimethyl acetamide;

DOI:10.1021/jm970085n

upstream raw materials:

6-bromomethyl-pteridine-2,4-diamine

N-(4-amino-3-bromobenzoyl)-(αS,γR)-γ-fluoroglutamic acid α,γ-diisopropyl ester

4-amino-3-bromo-benzoic acid