N^α-(4-amino-4-deoxy-10-formylpteroyl)-N^δ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester

Base Information

• Chemical Name: N^α-(4-amino-4-deoxy-10-formylpteroyl)-N^δ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester
• CAS No.: 417703-35-6
• Molecular Formula: C₃₈H₄₈N₁₀O₇
• Molecular Weight: 756.862

Synonyms:N^α-(4-amino-4-deoxy-10-formylpteroyl)-N^δ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester

Chemical Property of N^α-(4-amino-4-deoxy-10-formylpteroyl)-N^δ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester

Chemical Property:

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Technology Process of N^α-(4-amino-4-deoxy-10-formylpteroyl)-N^δ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester

There total 2 articles about N^α-(4-amino-4-deoxy-10-formylpteroyl)-N^δ-Boc-L-ornithinyl-L-phenylalanine 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: 87.0%

4-amino-4-deoxy-N10-formylpteroic acid (89043-75-4) + Nδ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester hydrochloride → Nα-(4-amino-4-deoxy-10-formylpteroyl)-Nδ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester (417703-35-6)

Guidance literature:

4-amino-4-deoxy-N¹⁰-formylpteroic acid; With N,N-diethyl-N-isopropylamine; diethyl cyanophosphonate; In N,N-dimethyl-formamide; at 21 ℃; for 4h;

N^δ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester hydrochloride; In N,N-dimethyl-formamide; for 72h;

DOI:10.1016/S0968-0896(01)00298-X

Reference yield:

4-amino>benzoic acid (36093-85-3) → Nα-(4-amino-4-deoxy-10-formylpteroyl)-Nδ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester (417703-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / 4-N,N-dimethylaminopyridine / 14 h / 46 °C

2.1: iPrNEt₂; diethylphosphorocyanidate / dimethylformamide / 4 h / 21 °C

2.2: 87 percent / dimethylformamide / 72 h

With dmap; N,N-diethyl-N-isopropylamine; diethyl cyanophosphonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(01)00298-X

Reference yield: 98.0%

trifluoroacetic acid (76-05-1) + Nα-(4-amino-4-deoxy-10-formylpteroyl)-Nδ-Boc-L-ornithinyl-L-phenylalanine tert-butyl ester (417703-35-6) → Nα-(4-amino-4-deoxy-10-formylpteroyl)-L-ornithinyl-L-phenylalanine trifluoroacetic acid salt

Guidance literature:

In dichloromethane; at 21 ℃; for 6h;

DOI:10.1016/S0968-0896(01)00298-X

upstream raw materials:

4-amino-4-deoxy-N¹⁰-formylpteroic acid

4-amino>benzoic acid

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