N^δ-(tert-Butyloxycarbonyl)-N^a-(2-desamino-10-thia-5,8-dideazapteroyl)-L-ornithine

Base Information

• Chemical Name: N^δ-(tert-Butyloxycarbonyl)-N^a-(2-desamino-10-thia-5,8-dideazapteroyl)-L-ornithine
• CAS No.: 120296-55-1
• Molecular Formula: C₂₆H₃₀N₄O₆S
• Molecular Weight: 526.613

Synonyms:N^δ-(tert-Butyloxycarbonyl)-N^a-(2-desamino-10-thia-5,8-dideazapteroyl)-L-ornithine

Chemical Property of N^δ-(tert-Butyloxycarbonyl)-N^a-(2-desamino-10-thia-5,8-dideazapteroyl)-L-ornithine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N^δ-(tert-Butyloxycarbonyl)-N^a-(2-desamino-10-thia-5,8-dideazapteroyl)-L-ornithine

There total 4 articles about N^δ-(tert-Butyloxycarbonyl)-N^a-(2-desamino-10-thia-5,8-dideazapteroyl)-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:

diethyl 4,4'-dithiobis (20057-83-4) → Nδ-(tert-Butyloxycarbonyl)-Na-(2-desamino-10-thia-5,8-dideazapteroyl)-L-ornithine (120296-55-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaBH₄ / 1.) EtOH, 15 min, 2.) DMF, r.t., 2 h

2: 89 percent / 1 a.) 1 N NaOH / ethanol / 42 h / Ambient temperature

3: 1.) Et₃N, diethyl phosphorocyanidate / 1.) DMF, 1.5 h, 2.) DMF, 3 h

With sodium hydroxide; sodium tetrahydroborate; diethyl cyanophosphonate; triethylamine; In ethanol;

DOI:10.1021/jm00127a026

Reference yield:

<6-(bromomethyl)-4-oxo-3(4H)-quinazolinyl>methyl 2,2-dimethylpropanoate (106585-53-9) → Nδ-(tert-Butyloxycarbonyl)-Na-(2-desamino-10-thia-5,8-dideazapteroyl)-L-ornithine (120296-55-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaBH₄ / 1.) EtOH, 15 min, 2.) DMF, r.t., 2 h

2: 89 percent / 1 a.) 1 N NaOH / ethanol / 42 h / Ambient temperature

3: 1.) Et₃N, diethyl phosphorocyanidate / 1.) DMF, 1.5 h, 2.) DMF, 3 h

With sodium hydroxide; sodium tetrahydroborate; diethyl cyanophosphonate; triethylamine; In ethanol;

DOI:10.1021/jm00127a026

Reference yield:

6-<<(4-Carbethoxyphenyl)thio>methyl>-3,4-dihydro-4-oxo-3-<(pivaloyloxy)methyl>quinazoline (120296-53-9) → Nδ-(tert-Butyloxycarbonyl)-Na-(2-desamino-10-thia-5,8-dideazapteroyl)-L-ornithine (120296-55-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / 1 a.) 1 N NaOH / ethanol / 42 h / Ambient temperature

2: 1.) Et₃N, diethyl phosphorocyanidate / 1.) DMF, 1.5 h, 2.) DMF, 3 h

With sodium hydroxide; diethyl cyanophosphonate; triethylamine; In ethanol;

DOI:10.1021/jm00127a026

upstream raw materials:

N^δ-(tert-butoxycarbonyl)-L-ornithine

6-<<(4-Carbethoxyphenyl)thio>methyl>-3,4-dihydro-4-oxo-quinazoline

diethyl 4,4'-dithiobis

<6-(bromomethyl)-4-oxo-3(4H)-quinazolinyl>methyl 2,2-dimethylpropanoate

Downstream raw materials:

N^a-(2-Desamino-10-thia-5,8-dideazapteroyl)-L-ornithine

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