Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate

Base Information

• Chemical Name: Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate
• CAS No.: 144772-48-5
• Molecular Formula: C₂₁H₂₄N₆O₆
• Molecular Weight: 456.458
• Mol file: 144772-48-5.mol

Synonyms:Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate

Chemical Property of Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate

There total 3 articles about Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate 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: 56.0%

Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethynyl>benzoyl>-L-glutamate (144750-85-6) → Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate (144772-48-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In trifluoroacetic acid; for 96h; under 2585.7 Torr;

DOI:10.1016/S0040-4020(01)80479-8

Reference yield:

6-amino-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (2537-04-4) → Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate (144772-48-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / Br₂ / H₂O / 1.) 1 h, room temperature, 2.) 1 h

2: 44 percent / NEt₃, CuI / Pd(PPh₃)4 / dimethylformamide / 18 h / 105 °C

3: 56 percent / H₂ / 10percent Pd-C / trifluoroacetic acid / 96 h / 2585.7 Torr

With copper(l) iodide; hydrogen; bromine; triethylamine; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1016/S0040-4020(01)80479-8

Reference yield:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine (100644-65-3) → Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate (144772-48-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / 2N aq. NaOH / 20 h / Heating

2: 79 percent / Br₂ / H₂O / 1.) 1 h, room temperature, 2.) 1 h

3: 44 percent / NEt₃, CuI / Pd(PPh₃)4 / dimethylformamide / 18 h / 105 °C

4: 56 percent / H₂ / 10percent Pd-C / trifluoroacetic acid / 96 h / 2585.7 Torr

With sodium hydroxide; copper(l) iodide; hydrogen; bromine; triethylamine; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1016/S0040-4020(01)80479-8

upstream raw materials:

Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethynyl>benzoyl>-L-glutamate

6-amino-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine

Downstream raw materials:

N-<4-<2-(2-Amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamic acid