methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^γ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate

Base Information

• Chemical Name: methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^γ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate
• CAS No.: 162007-13-8
• Molecular Formula: C₂₇H₃₁BN₈O₆
• Molecular Weight: 574.404

Synonyms:methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^γ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate

Chemical Property of methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^γ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate

Chemical Property:

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Safty Information:

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Technology Process of methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^γ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate

There total 4 articles about methyl N^α-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N^γ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate 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-Diaminopyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoic acid (149010-53-7) + C12H18BN3O5*ClH → methyl Nα-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-Nγ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate (162007-13-8)

Guidance literature:

With diethyl dicarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1248/cpb.48.1270

Reference yield:

N-tert-butoxycarbonylglutamic acid methyl ester (72086-72-7) → methyl Nα-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-Nγ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate (162007-13-8)

Guidance literature:

Multi-step reaction with 4 steps

1: DPPA; Et₃N / toluene / 1 h / 80 °C

2: toluene / 20 h / 80 °C

3: HCl / ethyl acetate / 2 h

4: DEPC / dimethylformamide / 16 h / 20 °C

With hydrogenchloride; diphenyl-phosphinic acid; triethylamine; diethyl dicarbonate; In ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1248/cpb.48.1270

Reference yield:

methyl (S)-2-((tert-butoxycarbonyl)amino)-4-isocyanatobutanoate → methyl Nα-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-Nγ-[3-(dihydroxyboryl)phenylcarbamoyl]-L-2,4-diaminobutyrate (162007-13-8)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 20 h / 80 °C

2: HCl / ethyl acetate / 2 h

3: DEPC / dimethylformamide / 16 h / 20 °C

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

DOI:10.1248/cpb.48.1270

upstream raw materials:

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

N-tert-butoxycarbonylglutamic acid methyl ester

3-[[(3S)-(tert-butoxycarbonylamino)-3-(methoxycarbonyl)propyl]carbamoyl]-aminobenzeneboric acid

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