diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

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Chemical Name:diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate
CAS No.:136784-14-0
Molecular Formula:C₃₁H₃₅N₅O₆
Molecular Weight:573.649
Hs Code.:

Synonyms:diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

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Chemical Property of diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

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Technology Process of diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

There total 13 articles about diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[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: 51.0%

: 348620-51-9
2-amino-4-oxo-5-vinyl-7-benzyl-3,4,5,6-tetrahydropyrrolo[2,3-d]pyrimidine

: 2-(4-iodo-benzoylamino)-pentanedioic acid diethyl ester

: 136784-14-0
diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: With copper(l) iodide; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In N,N-dimethyl-formamide; at 75 ℃; for 48h;
DOI:10.1021/jo001580l

Reference yield:

: 5817-70-9
methyl N-benzylcarbamate

: 136784-14-0
diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 20 °C

2.1: 86 percent / KOH; N₂H₄*H₂O / ethane-1,2-diol / 110 °C

3.1: 77 percent / Et₃N; DMAP / ethyl acetate / 0 - 20 °C

4.1: 94 percent / Mn(OAc)3*2H₂O; Cu(OAc)2*H₂O / acetic acid / 20 °C

5.1: 74 percent / P₄S₁₀ / tetrahydrofuran / Heating

6.1: NaOMe / methanol / 0.5 h / 20 °C

6.2: 74 percent / methanol / 1 h / 90 °C / 15 Torr

7.1: 51 percent / Et₃N; CuI; (o-tolyl)3P / Pd(OAc)2 / dimethylformamide / 48 h / 75 °C

With dmap; potassium hydroxide; copper(l) iodide; tetraphosphorus decasulfide; copper diacetate; sodium methylate; manganese triacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; hydrazine hydrate; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; methanol; ethylene glycol; acetic acid; ethyl acetate; N,N-dimethyl-formamide; 7.1: Heck reaction;
DOI:10.1021/jo001580l

Reference yield:

: 1-benzyl-3-methoxycarbonyl-4-vinyl-2-pyrrolidinethione

: 136784-14-0
diethyl N-{4-[2-(2-amino-3,4-dihydro-4-oxo-7-benzylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaOMe / methanol / 0.5 h / 20 °C

1.2: 74 percent / methanol / 1 h / 90 °C / 15 Torr

2.1: 51 percent / Et₃N; CuI; (o-tolyl)3P / Pd(OAc)2 / dimethylformamide / 48 h / 75 °C

With copper(l) iodide; sodium methylate; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In methanol; N,N-dimethyl-formamide; 2.1: Heck reaction;
DOI:10.1021/jo001580l