N^α-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-N^δ-(tert-butyloxycarbonyl)-L-ornithine

Base Information

• Chemical Name: N^α-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-N^δ-(tert-butyloxycarbonyl)-L-ornithine
• CAS No.: 100430-93-1
• Molecular Formula: C₂₅H₃₁N₉O₆
• Molecular Weight: 553.578

Synonyms:N^α-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-N^δ-(tert-butyloxycarbonyl)-L-ornithine

Chemical Property of N^α-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-N^δ-(tert-butyloxycarbonyl)-L-ornithine

Chemical Property:

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Technology Process of N^α-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-N^δ-(tert-butyloxycarbonyl)-L-ornithine

There total 3 articles about N^α-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-N^δ-(tert-butyloxycarbonyl)-L-ornithine 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-formylpteroyl)-Nδ-(tert-butyloxycarbonyl)-L-ornithine (100430-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Et₃N / dimethylformamide / 5 h / 55 °C

2: 1.) Et₃N, trimethylsilyl chloride

With chloro-trimethyl-silane; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm00155a012

Reference yield:

Nδ-(tert-butoxycarbonyl)-L-ornithine (13650-49-2,184576-63-4) → Nα-(4-amino-4-deoxy-N10-formylpteroyl)-Nδ-(tert-butyloxycarbonyl)-L-ornithine (100430-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / benzene / 20 h / 25 °C

2: 1.) Et₃N, trimethylsilyl chloride

With chloro-trimethyl-silane; triethylamine; In benzene;

DOI:10.1021/jm00155a012

Reference yield:

p-nitrophenyl 4-amino-4-deoxy-N10-formylpteroate (95485-01-1) + Nα,O-bis(trimethylsilyl)-L-ornithine (100430-91-9) → Nα-(4-amino-4-deoxy-N10-formylpteroyl)-Nδ-(tert-butyloxycarbonyl)-L-ornithine (100430-93-1)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; Yield given. Multistep reaction;

DOI:10.1021/jm00155a012

upstream raw materials:

p-nitrophenyl 4-amino-4-deoxy-N¹⁰-formylpteroate

N^α,O-bis(trimethylsilyl)-L-ornithine

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

N^δ-(tert-butoxycarbonyl)-L-ornithine

Downstream raw materials:

N^α-(4-amino-4-deoxypteroyl)-N^δ-(tert-butyloxycarbonyl)-L-ornithine

N^α-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-N^δ-hemisuccinyl-L-ornithine

N^α-(4-amino-4-deoxypteroyl)-N^δ-hemisuccinoyl-L-ornithine

N^α-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-L-ornitine trifluoroacetate

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