methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^δ-(4-toluenesulfonyl)-L-ornithinate

Base Information

• Chemical Name: methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^δ-(4-toluenesulfonyl)-L-ornithinate
• CAS No.: 162007-21-8
• Molecular Formula: C₂₈H₃₃N₇O₅S
• Molecular Weight: 579.68
• Mol file: 162007-21-8.mol

Synonyms:methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^δ-(4-toluenesulfonyl)-L-ornithinate

Chemical Property of methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^δ-(4-toluenesulfonyl)-L-ornithinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^δ-(4-toluenesulfonyl)-L-ornithinate

There total 4 articles about methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^δ-(4-toluenesulfonyl)-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: 58.0%

p-toluenesulfonyl chloride (98-59-9) + 5-amino-2-{4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-pentanoic acid methyl ester → methyl Nα-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-Nδ-(4-toluenesulfonyl)-L-ornithinate (162007-21-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

DOI:10.1248/cpb.48.1270

Reference yield:

methyl Nδ-(tert-butoxycarbonyl)-L-ornithinate (51186-41-5) → methyl Nα-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-Nδ-(4-toluenesulfonyl)-L-ornithinate (162007-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Et₃N; DEPC / dimethylformamide / 1 h / 20 °C

2: HCl / ethyl acetate / 0.33 h / 20 °C

3: 58 percent / Et₃N / dimethylformamide / 0.5 h / 20 °C

With hydrogenchloride; triethylamine; diethyl dicarbonate; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.48.1270

Reference yield:

4-<2-(2,4-Diaminopyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoic acid (149010-53-7) → methyl Nα-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-Nδ-(4-toluenesulfonyl)-L-ornithinate (162007-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Et₃N; DEPC / dimethylformamide / 1 h / 20 °C

2: HCl / ethyl acetate / 0.33 h / 20 °C

3: 58 percent / Et₃N / dimethylformamide / 0.5 h / 20 °C

With hydrogenchloride; triethylamine; diethyl dicarbonate; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.48.1270

upstream raw materials:

p-toluenesulfonyl chloride

methyl N^δ-(tert-butoxycarbonyl)-L-ornithinate

4-<2-(2,4-Diaminopyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoic acid

methyl N^δ-(tert-butoxycarbonyl)-N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-ornithinate