Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoyl>-L-glutamate

Base Information

Chemical Name:Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoyl>-L-glutamate
CAS No.:169134-92-3
Molecular Formula:C₃₂H₄₂N₆O₈
Molecular Weight:638.721
Hs Code.:

Synonyms:Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoyl>-L-glutamate

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Chemical Property of Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoyl>-L-glutamate

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Technology Process of Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoyl>-L-glutamate

There total 14 articles about Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>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:

: 619-58-9
4-iodobenzoic acid

: 169134-92-3
Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / H₂SO₄ / CH₂Cl₂ / 72 h / Ambient temperature

2: 62 percent / CuI, NEt₃ / Pd(PPh₃)4 / CH₂Cl₂ / 0.08 h / Heating

3: 93 percent / H₂ / 10percent Pd/C / methanol / 4 h / 2585.7 Torr

4: 97 percent / Et₃N

5: 95 percent / NaI / acetone

6: 78 percent / NaH / dimethylformamide / 1.) r.t., 2 h, 2.) r.t., 2 h

7: 95 percent / TFA / CH₂Cl₂ / 2 h

8: 1.) N-methylmorpholine, 2-chloro-4,6-dimethoxy-1,3,5-triazine / 1.) CH₂Cl₂, r.t., 2 h, 2.) r.t., 12 h

With 4-methyl-morpholine; copper(l) iodide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sulfuric acid; hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00129a040

Reference yield:

: 120363-13-5
tert-butyl 4-iodobenzoate

: 169134-92-3
Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1: 62 percent / CuI, NEt₃ / Pd(PPh₃)4 / CH₂Cl₂ / 0.08 h / Heating

2: 93 percent / H₂ / 10percent Pd/C / methanol / 4 h / 2585.7 Torr

3: 97 percent / Et₃N

4: 95 percent / NaI / acetone

5: 78 percent / NaH / dimethylformamide / 1.) r.t., 2 h, 2.) r.t., 2 h

6: 95 percent / TFA / CH₂Cl₂ / 2 h

7: 1.) N-methylmorpholine, 2-chloro-4,6-dimethoxy-1,3,5-triazine / 1.) CH₂Cl₂, r.t., 2 h, 2.) r.t., 12 h

With 4-methyl-morpholine; copper(l) iodide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00129a040

Reference yield:

: 169134-89-8
tert-butyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate

: 169134-92-3
Dimethyl N-<4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / H₂ / 10percent Pd/C / methanol / 4 h / 2585.7 Torr

2: 97 percent / Et₃N

3: 95 percent / NaI / acetone

4: 78 percent / NaH / dimethylformamide / 1.) r.t., 2 h, 2.) r.t., 2 h

5: 95 percent / TFA / CH₂Cl₂ / 2 h

6: 1.) N-methylmorpholine, 2-chloro-4,6-dimethoxy-1,3,5-triazine / 1.) CH₂Cl₂, r.t., 2 h, 2.) r.t., 12 h

With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00129a040