L-Glutamic acid, N-[4-[4-(2,6-diamino-1,4-dihydro-4-oxo-5-pyrimidinyl)-1-methyl-1-buten yl]benzoyl]-, dimethyl ester, (E)-

Base Information

Chemical Name:L-Glutamic acid, N-[4-[4-(2,6-diamino-1,4-dihydro-4-oxo-5-pyrimidinyl)-1-methyl-1-buten yl]benzoyl]-, dimethyl ester, (E)-
CAS No.:139577-59-6
Molecular Formula:C₂₃H₂₉N₅O₆
Molecular Weight:471.513
Hs Code.:

Synonyms:

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Chemical Property of L-Glutamic acid, N-[4-[4-(2,6-diamino-1,4-dihydro-4-oxo-5-pyrimidinyl)-1-methyl-1-buten yl]benzoyl]-, dimethyl ester, (E)-

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Technology Process of L-Glutamic acid, N-[4-[4-(2,6-diamino-1,4-dihydro-4-oxo-5-pyrimidinyl)-1-methyl-1-buten yl]benzoyl]-, dimethyl ester, (E)-

There total 7 articles about L-Glutamic acid, N-[4-[4-(2,6-diamino-1,4-dihydro-4-oxo-5-pyrimidinyl)-1-methyl-1-buten yl]benzoyl]-, dimethyl ester, (E)- 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: 57.8%

: 23150-65-4
L-glutamic dimethyl ester hydrochloride

: 139577-58-5
4-<5-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-pent-2-en-2-yl>benzoic acid

: 139577-59-6
dimethyl N-<4-<5-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-pent-2-en-2-yl>benzoyl>-L-glutamate

Guidance literature:: With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/S0040-4020(01)80575-5

Reference yield:

: 136527-54-3
methyl 4-(5-hydroxypent-1-en-2-yl)benzoate

: 139577-59-6
dimethyl N-<4-<5-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-pent-2-en-2-yl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 6 steps

1: 90.7 percent / MeI, N,N'-carbonyl diimidazole / acetonitrile / a) r.t., 30 min, b) reflux, 20 h

2: MeI, N,N'-carbonyl diimidazole / acetonitrile / 72 h / Heating

3: 1) NaH / 1) THF, 0 deg C to r.t., 30 min, 2) reflux, 18 h

4: 36.6 percent / NaOMe / methanol / 16 h / Heating

5: 100 percent / 1N aq. NaOH / Ambient temperature

6: 57.8 percent / N-methylmorpholine, 2,4-dimethoxy-6-chloro-1,3,5-triazine / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium methylate; sodium hydride; 1,1'-carbonyldiimidazole; methyl iodide; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(01)80575-5

Reference yield:

: 139577-54-1
methyl 4-(5-iodopent-1-en-2-yl)benzoate

: 139577-59-6
dimethyl N-<4-<5-(2,4-diamino-6(1H)-pyrimidinon-5-yl)-pent-2-en-2-yl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 5 steps

1: MeI, N,N'-carbonyl diimidazole / acetonitrile / 72 h / Heating

2: 1) NaH / 1) THF, 0 deg C to r.t., 30 min, 2) reflux, 18 h

3: 36.6 percent / NaOMe / methanol / 16 h / Heating

4: 100 percent / 1N aq. NaOH / Ambient temperature

5: 57.8 percent / N-methylmorpholine, 2,4-dimethoxy-6-chloro-1,3,5-triazine / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium methylate; sodium hydride; 1,1'-carbonyldiimidazole; methyl iodide; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(01)80575-5