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

Base Information

• Chemical Name: N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^δ-carbobenzoxy-L-ornithine tert-butyl ester
• CAS No.: 80407-76-7
• Molecular Formula: C₃₂H₃₉N₉O₅
• Molecular Weight: 629.719

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

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

Chemical Property:

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

There total 3 articles about N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^δ-carbobenzoxy-L-ornithine 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-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoic O-isobutyl-carbonic anhydride (56892-71-8) + (S)-2-amino-5-(((benzyloxy)carbonyl)amino)pentanoic acid tert-butyl ester (53054-01-6) → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nδ-carbobenzoxy-L-ornithine tert-butyl ester (80407-76-7)

Guidance literature:

With 4-methyl-morpholine; In various solvent(s); at 60 ℃; for 1h; Yield given;

DOI:10.1021/jm00346a026

Reference yield:

4-[(2,4-diaminopteridin-6-ylmethyl)methylamino]benzoic acid (19741-14-1) → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nδ-carbobenzoxy-L-ornithine tert-butyl ester (80407-76-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: N-methylmorpholine / various solvent(s) / 1 h / 60 °C

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

DOI:10.1021/jm00346a026

Reference yield:

N2-acetyl-N5-[(phenylmethoxy)carbonyl]-L-ornithine 1,2,-dimethylethyl ester → Nα-(4-amino-4-deoxy-N10-methylpteroyl)-Nδ-carbobenzoxy-L-ornithine tert-butyl ester (80407-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / 70percent perchloric acid / 168 h

2: N-methylmorpholine / various solvent(s) / 1 h / 60 °C

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

DOI:10.1021/jm00346a026

upstream raw materials:

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

(S)-2-amino-5-(((benzyloxy)carbonyl)amino)pentanoic acid tert-butyl ester

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

Downstream raw materials:

N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^δ-carbobenzoxy-L-ornithine

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

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

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