diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>benzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>benzoyl>-L-glutamate
• CAS No.: 141019-24-1
• Molecular Formula: C₂₈H₃₄ClN₅O₆
• Molecular Weight: 572.061
• Mol file: 141019-24-1.mol

Synonyms:diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>benzoyl>-L-glutamate

Chemical Property of diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>benzoyl>-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>benzoyl>-L-glutamate

There total 4 articles about diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>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: 90.0%

2-(pivaloylamino)-4,6-dichloropyrimidine (141019-03-6) + diethyl N-<4-(3-amino-1-propynyl)benzoyl>-L-glutamate (141019-23-0) → diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>benzoyl>-L-glutamate (141019-24-1)

Guidance literature:

With TEA; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1021/jo00037a047

Reference yield:

4-iodobenzoyl-L-glutamic acid diethyl ester (116387-21-4) → diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>benzoyl>-L-glutamate (141019-24-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / PPh₃P, CuI, HNEt₂ / PdCl₂ / 48 h / 25 °C

2: 91 percent / TEA / tetrahydrofuran / 3 h / 25 °C

3: 80 percent / NaN₃ / dimethylformamide / 3 h / 25 °C

4: 61 percent / water, Ph₃P / tetrahydrofuran / 18 h / 25 °C

5: 90 percent / TEA / tetrahydrofuran / 2 h / 25 °C

With copper(l) iodide; sodium azide; TEA; water; diethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00037a047

Reference yield:

diethyl N-<4-(3-hydroxy-1-propynyl)benzoyl>-L-glutamate (141019-20-7) → diethyl N-<4-<3-<<2-(pivaloylamino)-6-chloropyrimidin-4-yl>amino>-1-propynyl>benzoyl>-L-glutamate (141019-24-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / TEA / tetrahydrofuran / 3 h / 25 °C

2: 80 percent / NaN₃ / dimethylformamide / 3 h / 25 °C

3: 61 percent / water, Ph₃P / tetrahydrofuran / 18 h / 25 °C

4: 90 percent / TEA / tetrahydrofuran / 2 h / 25 °C

With sodium azide; TEA; water; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00037a047

upstream raw materials:

2-(pivaloylamino)-4,6-dichloropyrimidine

diethyl N-<4-(3-amino-1-propynyl)benzoyl>-L-glutamate

4-iodobenzoyl-L-glutamic acid diethyl ester

diethyl N-<4-(3-hydroxy-1-propynyl)benzoyl>-L-glutamate

Downstream raw materials:

N-<4-<3-<(2-amino-6-chloropyrimidin-4-yl)amino>-1-propynyl>benzoyl>-L-glutamic acid