diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate
• CAS No.: 149765-24-2
• Molecular Formula: C₂₉H₃₉N₅O₆
• Molecular Weight: 553.659
• Mol file: 149765-24-2.mol

Synonyms:diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate

Chemical Property of diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate

There total 6 articles about diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-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: 40.0%

diethyl N-<2-pivaloylamino-4-chloro<(pyrrolo<2,3-d>pyrimidin-5-yl)ethynyl>benzoyl>-L-glutamate (149765-17-3) → diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate (149765-24-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; for 18h; under 2585.7 Torr;

DOI:10.3987/COM-92-S(T)65

Reference yield:

pivaloyl chloride (3282-30-2) → diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate (149765-24-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / pyridine / 0.5 h / Ambient temperature

2: 83 percent / N-iodosuccinimide / tetrahydrofuran / 1 h / Ambient temperature

3: 58 percent / copper(I) iodide, tetrakis(triphenylphosphine)palladium⁽⁰⁾, triethylamine / dimethylformamide / 4 h / Ambient temperature

4: 40 percent / H₂ / 10percent Pd/C / ethanol; CH₂Cl₂ / 18 h / 2585.7 Torr

With pyridine; N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3987/COM-92-S(T)65

Reference yield:

4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine (84955-31-7) → diethyl N-<2-pivaloylamino<(5,6-dihydropyrrolo<2,3-d>pyrimidin-5-yl)ethyl>benzoyl>-L-glutamate (149765-24-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / pyridine / 0.5 h / Ambient temperature

2: 83 percent / N-iodosuccinimide / tetrahydrofuran / 1 h / Ambient temperature

3: 58 percent / copper(I) iodide, tetrakis(triphenylphosphine)palladium⁽⁰⁾, triethylamine / dimethylformamide / 4 h / Ambient temperature

4: 40 percent / H₂ / 10percent Pd/C / ethanol; CH₂Cl₂ / 18 h / 2585.7 Torr

With pyridine; N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3987/COM-92-S(T)65

upstream raw materials:

diethyl N-<2-pivaloylamino-4-chloro<(pyrrolo<2,3-d>pyrimidin-5-yl)ethynyl>benzoyl>-L-glutamate

pivaloyl chloride

4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine

2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one