(S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl ester

Base Information

Chemical Name:(S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl ester
CAS No.:149010-13-9
Molecular Formula:C₂₈H₂₉N₁₁O₄
Molecular Weight:583.61
Hs Code.:

(S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl ester

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Chemical Property of (S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl ester

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Technology Process of (S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl ester

There total 6 articles about (S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl 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:

: 13574-13-5
Boc-Glu(OBzl)-OH

: 149010-13-9
(S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: diethyl ether

2: H₂ / 10percent Pd/C / methanol / 15 h / Ambient temperature

3: dicyclohexylcarbodiimide, pyridine / 16 h / 120 °C

4: Me₃SnN₃ / toluene / 24 h / 85 °C

5: HCl / ethyl acetate; CH₂Cl₂ / 0.17 h / Ambient temperature

6: diethyl phosphorocyanidate, Et₃N / dimethylformamide / 2 h / Ambient temperature

With pyridine; hydrogenchloride; diethyl cyanophosphonate; hydrogen; azidotrimethyltin; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.44.1498

Reference yield:

: 59279-58-2
N^α-tert-butyloxycarbonyl-γ-benzyloxycarbonyl-L-glutamic acid methyl ester

: 149010-13-9
(S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 10percent Pd/C / methanol / 15 h / Ambient temperature

2: dicyclohexylcarbodiimide, pyridine / 16 h / 120 °C

3: Me₃SnN₃ / toluene / 24 h / 85 °C

4: HCl / ethyl acetate; CH₂Cl₂ / 0.17 h / Ambient temperature

5: diethyl phosphorocyanidate, Et₃N / dimethylformamide / 2 h / Ambient temperature

With pyridine; hydrogenchloride; diethyl cyanophosphonate; hydrogen; azidotrimethyltin; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.44.1498

Reference yield:

: 72086-72-7
N-tert-butoxycarbonylglutamic acid methyl ester

: 149010-13-9
(S)-2-{4-[2-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-4-[3-(1H-tetrazol-5-yl)-phenylcarbamoyl]-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: dicyclohexylcarbodiimide, pyridine / 16 h / 120 °C

2: Me₃SnN₃ / toluene / 24 h / 85 °C

3: HCl / ethyl acetate; CH₂Cl₂ / 0.17 h / Ambient temperature

4: diethyl phosphorocyanidate, Et₃N / dimethylformamide / 2 h / Ambient temperature

With pyridine; hydrogenchloride; diethyl cyanophosphonate; azidotrimethyltin; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.44.1498