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

Base Information

• Chemical Name: methyl N^α-[4-[3-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoyl]-N^δ-(3-ethoxycarbonylphenyl)-L-ornithinate
• CAS No.: 162007-17-2
• Molecular Formula: C₃₁H₃₇N₇O₅
• Molecular Weight: 587.679

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

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

Chemical Property:

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

There total 8 articles about methyl N^α-[4-[3-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoyl]-N^δ-(3-ethoxycarbonylphenyl)-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-<2-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)propyl>benzoic acid (134373-15-2) + 3-((S)-4-Amino-4-methoxycarbonyl-butylamino)-benzoic acid ethyl ester; hydrochloride → methyl Nα-[4-[3-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoyl]-Nδ-(3-ethoxycarbonylphenyl)-L-ornithinate (162007-17-2)

Guidance literature:

With triethylamine; diethyl dicarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1248/cpb.48.1270

Reference yield:

3-aminobenzoic acid ethyl ester (582-33-2) → methyl Nα-[4-[3-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoyl]-Nδ-(3-ethoxycarbonylphenyl)-L-ornithinate (162007-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / 10 h / 70 °C

2: HCl / ethyl acetate / 2 h

3: DEPC; Et₃N / dimethylformamide / 2 h / 20 °C

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

DOI:10.1248/cpb.48.1270

Reference yield:

N-tert-butoxycarbonylglutamic acid methyl ester (72086-72-7) → methyl Nα-[4-[3-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoyl]-Nδ-(3-ethoxycarbonylphenyl)-L-ornithinate (162007-17-2)

Guidance literature:

Multi-step reaction with 7 steps

1: Et₃N / tetrahydrofuran / 0.5 h

2: NaBH₄ / H₂O; tetrahydrofuran

3: Et₃N / CH₂Cl₂ / 0.5 h

4: NaI / acetone / 16 h / 20 °C

5: 76 percent / 10 h / 70 °C

6: HCl / ethyl acetate / 2 h

7: DEPC; Et₃N / dimethylformamide / 2 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; triethylamine; diethyl dicarbonate; sodium iodide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1248/cpb.48.1270

upstream raw materials:

4-<2-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)propyl>benzoic acid

3-aminobenzoic acid ethyl ester

N-tert-butoxycarbonylglutamic acid methyl ester

methyl (2S)-(tert-butoxycarbonylamino)-5-hydroxypentanoate

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