methyl N^δ-(benzyloxycarbonyl)-N^α-(4-amino-4-deoxy-N¹⁰-formyl-5,8-dideazapteroyl)-L-ornithinate

Base Information

• Chemical Name: methyl N^δ-(benzyloxycarbonyl)-N^α-(4-amino-4-deoxy-N¹⁰-formyl-5,8-dideazapteroyl)-L-ornithinate
• CAS No.: 132343-94-3
• Molecular Formula: C₃₁H₃₃N₇O₆
• Molecular Weight: 599.646
• Mol file: 132343-94-3.mol

Synonyms:methyl N^δ-(benzyloxycarbonyl)-N^α-(4-amino-4-deoxy-N¹⁰-formyl-5,8-dideazapteroyl)-L-ornithinate

Chemical Property of methyl N^δ-(benzyloxycarbonyl)-N^α-(4-amino-4-deoxy-N¹⁰-formyl-5,8-dideazapteroyl)-L-ornithinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N^δ-(benzyloxycarbonyl)-N^α-(4-amino-4-deoxy-N¹⁰-formyl-5,8-dideazapteroyl)-L-ornithinate

There total 6 articles about methyl N^δ-(benzyloxycarbonyl)-N^α-(4-amino-4-deoxy-N¹⁰-formyl-5,8-dideazapteroyl)-L-ornithinate 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-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → methyl Nδ-(benzyloxycarbonyl)-Nα-(4-amino-4-deoxy-N10-formyl-5,8-dideazapteroyl)-L-ornithinate (132343-94-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 50percent aq. AcOH / Raney Ni / 18 h / 1520 Torr

2: 1.5 h / 70 - 75 °C

3: Et₃N / dimethylformamide / Irradiation

4: Et₃N / dimethylformamide

With acetic acid; triethylamine; nickel; In N,N-dimethyl-formamide;

DOI:10.1021/jm00108a032

Reference yield:

2,4-diamino-6-quinazoline-6-carbonitrile (18917-68-5) → methyl Nδ-(benzyloxycarbonyl)-Nα-(4-amino-4-deoxy-N10-formyl-5,8-dideazapteroyl)-L-ornithinate (132343-94-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 50percent aq. AcOH / Raney Ni / 18 h / 1520 Torr

2: 1.5 h / 70 - 75 °C

3: Et₃N / dimethylformamide / Irradiation

4: Et₃N / dimethylformamide

With acetic acid; triethylamine; nickel; In N,N-dimethyl-formamide;

DOI:10.1021/jm00108a032

Reference yield:

N-carboxybenzyl-L-ornithine (3304-51-6,118578-06-6) → methyl Nδ-(benzyloxycarbonyl)-Nα-(4-amino-4-deoxy-N10-formyl-5,8-dideazapteroyl)-L-ornithinate (132343-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / SOCl₂ / 18 h / Ambient temperature

2: Et₃N / dimethylformamide

With thionyl chloride; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm00108a032

upstream raw materials:

methyl (2S)-2-amino-5-[[(benzyloxy)carbonyl]amino]pentanoate hydrochloride

N-carboxybenzyl-L-ornithine

4-amino-4-deoxy-N¹⁰-formyl-5,8-dideazapteroic acid

4-amino-benzoic acid

Downstream raw materials:

4-amino-4-deoxy-5,8-dideazapteroyl-L-ornithine hydrobromide