N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester

Base Information

• Chemical Name: N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester
• CAS No.: 485389-71-7
• Molecular Formula: C₆₅H₁₀₁N₉O₁₉
• Molecular Weight: 1312.57
• Mol file: 485389-71-7.mol

Synonyms:N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester

Chemical Property of N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester

There total 6 articles about N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-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: 48.0%

N-{4-[5-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-(dimethylhydrazono)pent-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester → N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester (485389-71-7)

Guidance literature:

With copper dichloride; In tetrahydrofuran; phosphate buffer; at 0 ℃; for 1.5h; pH=7;

DOI:10.1016/S0968-0896(02)00102-5

Reference yield:

4-[2-(dimethyl-hydrazono)-ethyl]-benzoic acid methyl ester → N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester (485389-71-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: 52 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: dimethylformamide / 2.5 h / 25 °C

3.1: Na / methanol / 0.5 h / 25 °C

3.2: 52 percent / methanol / 12 h / 25 °C

4.1: 88 percent / aq. LiOH / methanol; H₂O / 12 h / 25 °C

5.1: 31 percent / NaHCO₃; EDCI / dimethylformamide / 12 h / 25 °C

6.1: 48 percent / aq. CuCl₂ / tetrahydrofuran; aq. phosphate buffer / 1.5 h / 0 °C / pH 7

With lithium hydroxide; sodium; sodium hydride; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper dichloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; phosphate buffer; water; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00102-5

Reference yield:

methyl 4-[1-dimethylhydrazono-5-bromopent-2-yl]benzoate → N-{4-[4-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-1-formyl-but-2-yl]benzoyl}-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamic acid hexa-tert-butyl ester (485389-71-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: dimethylformamide / 2.5 h / 25 °C

2.1: Na / methanol / 0.5 h / 25 °C

2.2: 52 percent / methanol / 12 h / 25 °C

3.1: 88 percent / aq. LiOH / methanol; H₂O / 12 h / 25 °C

4.1: 31 percent / NaHCO₃; EDCI / dimethylformamide / 12 h / 25 °C

5.1: 48 percent / aq. CuCl₂ / tetrahydrofuran; aq. phosphate buffer / 1.5 h / 0 °C / pH 7

With lithium hydroxide; sodium; sodium hydride; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper dichloride; In tetrahydrofuran; methanol; phosphate buffer; water; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00102-5