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

Base Information

• Chemical Name: N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^ε-carbobenzoxy-L-lysine tert-butyl ester
• CAS No.: 80407-75-6
• Molecular Formula: C₃₃H₄₁N₉O₅
• Molecular Weight: 643.746

Synonyms:N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^ε-carbobenzoxy-L-lysine tert-butyl ester

Chemical Property of N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^ε-carbobenzoxy-L-lysine tert-butyl ester

Chemical Property:

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Technology Process of N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^ε-carbobenzoxy-L-lysine tert-butyl ester

There total 2 articles about N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^ε-carbobenzoxy-L-lysine tert-butyl ester 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:

4-[(2,4-diaminopteridin-6-ylmethyl)methylamino]benzoic acid (19741-14-1) → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nε-carbobenzoxy-L-lysine tert-butyl ester (80407-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / various solvent(s) / 0.33 h / 0 °C

2: N-methylmorpholine / 1 h / 60 °C

With 4-methyl-morpholine; In various solvent(s);

DOI:10.1021/jm00346a026

Reference yield:

4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoic O-isobutyl-carbonic anhydride (56892-71-8) + N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride (5978-22-3,1426213-63-9) → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nε-carbobenzoxy-L-lysine tert-butyl ester (80407-75-6)

Guidance literature:

With 4-methyl-morpholine; at 60 ℃; for 1h; Yield given;

DOI:10.1021/jm00346a026

Reference yield: 41.0%

Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nε-carbobenzoxy-L-lysine tert-butyl ester (80407-75-6) → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-L-lysine hydrobromide (51865-81-7)

Guidance literature:

With boron tribromide; In dichloromethane; 1.) -10 deg C, 1 h, 2.) 25 deg C, 2 h;

DOI:10.1021/jm00346a026

upstream raw materials:

4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoic O-isobutyl-carbonic anhydride

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

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

Downstream raw materials:

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

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

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