lysine-iodoacetylmethotrexate

Base Information

• Chemical Name: lysine-iodoacetylmethotrexate
• CAS No.: 82339-36-4
• Molecular Formula: C23H28 I N9 O4
• Molecular Weight: 621.43079
• Mol file: 82339-36-4.mol

Synonyms:lysine-iodoacetylmethotrexate

Chemical Property of lysine-iodoacetylmethotrexate

Chemical Property:

• Melting Point: 175 - 180 °C (ethyl acetate)
• PSA: 202.34000
• Density: 1.655g/cm³
• LogP: 3.06930

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of lysine-iodoacetylmethotrexate

There total 6 articles about lysine-iodoacetylmethotrexate 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: 32.0%

N-(2-iodoacetoxy)succinimide (39028-27-8) + Nα-(4-amino-4-deoxy-N10-methylpteroyl)-L-lysine (80407-56-3,246224-40-8) → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nε-(iodoacetyl)-L-lysine (82339-36-4)

Guidance literature:

In methanol; at 55 - 60 ℃; for 0.75h;

DOI:10.1021/jm00350a015

Reference yield:

4-[(2,4-diaminopteridin-6-ylmethyl)methylamino]benzoic acid (19741-14-1) → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nε-(iodoacetyl)-L-lysine (82339-36-4)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / dimethylformamide / 3.5 h / Ambient temperature

2: Et₃N / dimethylformamide / 72 h / Ambient temperature

3: 84 percent / aq. piperidine / 1.5 h / 0 - 10 °C

4: 78 percent / BBr₃, TFA / 1 h

5: 32 percent / methanol / 0.75 h / 55 - 60 °C

With piperidine; boron tribromide; triethylamine; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00350a015

Reference yield:

C19H24N7O5P → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nε-(iodoacetyl)-L-lysine (82339-36-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / dimethylformamide / 72 h / Ambient temperature

2: 84 percent / aq. piperidine / 1.5 h / 0 - 10 °C

3: 78 percent / BBr₃, TFA / 1 h

4: 32 percent / methanol / 0.75 h / 55 - 60 °C

With piperidine; boron tribromide; triethylamine; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00350a015

upstream raw materials:

N-(2-iodoacetoxy)succinimide

N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-L-lysine

4-[(2,4-diaminopteridin-6-ylmethyl)methylamino]benzoic acid

N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^ε-carbobenzoxy-L-lysine methyl ester

Refernces