tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate

Base Information

• Chemical Name: tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate
• CAS No.: 169134-90-1
• Molecular Formula: C₂₉H₃₉N₅O₅
• Molecular Weight: 537.659
• Mol file: 169134-90-1.mol

Synonyms:tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate

Chemical Property of tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate

There total 11 articles about tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate 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: 78.0%

2-<<(N,N-Dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidine (151587-58-5) + tert-butyl 4-(3-iodopropyl)benzoate (149324-71-0) → tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate (169134-90-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1.) r.t., 2 h, 2.) r.t., 2 h;

DOI:10.1021/jo00129a040

Reference yield:

4-iodobenzoic acid (619-58-9) → tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate (169134-90-1)

Guidance literature:

Multi-step reaction with 6 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

With copper(l) iodide; sulfuric acid; hydrogen; sodium hydride; triethylamine; sodium iodide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00129a040

Reference yield:

tert-butyl 4-iodobenzoate (120363-13-5) → tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate (169134-90-1)

Guidance literature:

Multi-step reaction with 5 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

With copper(l) iodide; hydrogen; sodium hydride; triethylamine; sodium iodide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00129a040

upstream raw materials:

2-<<(N,N-Dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidine

tert-butyl 4-(3-iodopropyl)benzoate

2-amino-6-methyl-5-nitro-4(3H)-oxopyrimidine

4-iodobenzoic acid

Downstream raw materials:

4-<3-<2-<<(N,N-Dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoic acid

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