diethyl N-<4-amino>ethyl>amino>benzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<4-amino>ethyl>amino>benzoyl>-L-glutamate
• CAS No.: 107716-37-0
• Molecular Formula: C₃₉H₄₉Cl₆N₈O₁₅P
• Molecular Weight: 1113.55

Synonyms:diethyl N-<4-amino>ethyl>amino>benzoyl>-L-glutamate

Chemical Property of diethyl N-<4-amino>ethyl>amino>benzoyl>-L-glutamate

Chemical Property:

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Technology Process of diethyl N-<4-amino>ethyl>amino>benzoyl>-L-glutamate

There total 5 articles about diethyl N-<4-amino>ethyl>amino>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: 41.0%

Acetic acid (2R,3S,5R)-2-[bis-(2,2,2-trichloro-ethoxy)-phosphoryloxymethyl]-5-(5-bromomethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (88543-89-9) + (S)-2-{4-[2-(2-Amino-4-methyl-6-oxo-1,6-dihydro-pyrimidin-5-ylamino)-ethylamino]-benzoylamino}-pentanedioic acid diethyl ester (107716-33-6) → diethyl N-<4-amino>ethyl>amino>benzoyl>-L-glutamate (107716-37-0)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1021/jm00119a012

Reference yield:

diethyl N-(p-aminobenzoyl)-L-glutamate (13726-52-8) → diethyl N-<4-amino>ethyl>amino>benzoyl>-L-glutamate (107716-37-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 40 percent / aq. acetic acid / 1.) 0 deg C, 2.) room temperature, 17 h

2: 6.50 g / pyridine / 1 h / Ambient temperature

3: 18 percent / dimethylformamide / 48 h / 85 - 90 °C

4: 67 percent / HBr, phenol / acetic acid / 3.5 h

5: 41 percent / NaHCO₃ / dimethylformamide / 2 h / Ambient temperature

With hydrogen bromide; sodium hydrogencarbonate; phenol; In pyridine; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00119a012

Reference yield:

diethyl N-<4-benzoyl>-L-glutamate (107716-29-0) → diethyl N-<4-amino>ethyl>amino>benzoyl>-L-glutamate (107716-37-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 6.50 g / pyridine / 1 h / Ambient temperature

2: 18 percent / dimethylformamide / 48 h / 85 - 90 °C

3: 67 percent / HBr, phenol / acetic acid / 3.5 h

4: 41 percent / NaHCO₃ / dimethylformamide / 2 h / Ambient temperature

With hydrogen bromide; sodium hydrogencarbonate; phenol; In pyridine; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00119a012

upstream raw materials:

Acetic acid (2R,3S,5R)-2-[bis-(2,2,2-trichloro-ethoxy)-phosphoryloxymethyl]-5-(5-bromomethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

(S)-2-{4-[2-(2-Amino-4-methyl-6-oxo-1,6-dihydro-pyrimidin-5-ylamino)-ethylamino]-benzoylamino}-pentanedioic acid diethyl ester

diethyl N-(p-aminobenzoyl)-L-glutamate

diethyl N-<4-benzoyl>-L-glutamate

Downstream raw materials:

N-<4-amino>ethyl>amino>benzoyl>-L-glutamic acid 5'-monophosphate

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