dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-L-glutamate

Base Information

• Chemical Name: dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-L-glutamate
• CAS No.: 151937-07-4
• Molecular Formula: C₂₇H₂₉N₅O₇
• Molecular Weight: 535.557
• Mol file: 151937-07-4.mol

Synonyms:dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-L-glutamate

Chemical Property of dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-L-glutamate

There total 2 articles about dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-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: 78.0%

Dimethyl N-(4-ethynylbenzoyl)-L-glutamate (135352-72-6) + 6-iodo-4(3H)-oxo-2-pivaloylamino-7H-pyrrolo<2,3-d>pyrimidine (143682-15-9) → dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-L-glutamate (151937-07-4)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

Reference yield:

N-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide (137281-08-4) → dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-L-glutamate (151937-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Hg(OAc)2, glacial AcOH, 2.) I₂ / 1.) RT, 10 min, 2.) CH₂Cl₂, RT, overnight

2: 78 percent / Pd(PPh₃)4, CuI, Et₃N / dimethylformamide / 4 h / 60 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; mercury(II) diacetate; iodine; acetic acid; triethylamine; In N,N-dimethyl-formamide;

Reference yield: 72.0%

dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>)pyrimidine-6-yl>ethynyl>-L-glutamate (151937-07-4) → dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>pyrimidin-6-yl)ethyl>benzoyl>-L-glutamate (151937-08-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane; for 48h; under 2585.7 Torr; Ambient temperature;

upstream raw materials:

Dimethyl N-(4-ethynylbenzoyl)-L-glutamate

6-iodo-4(3H)-oxo-2-pivaloylamino-7H-pyrrolo<2,3-d>pyrimidine

N-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide

Downstream raw materials:

dimethyl N-<4-<2-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>pyrimidin-6-yl)ethyl>benzoyl>-L-glutamate