Benzoic acid, 4-[1-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl] -, 1,1-dimethylethyl ester

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Chemical Name:Benzoic acid, 4-[1-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl] -, 1,1-dimethylethyl ester
CAS No.:150586-23-5
Molecular Formula:C20H24N4O3
Molecular Weight:368.436
Hs Code.:

Synonyms:

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Chemical Property of Benzoic acid, 4-[1-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl] -, 1,1-dimethylethyl ester

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Technology Process of Benzoic acid, 4-[1-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl] -, 1,1-dimethylethyl ester

There total 6 articles about Benzoic acid, 4-[1-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl] -, 1,1-dimethylethyl ester 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: 45.0%

: 56-06-4
2,6-diaminopyrimidin-4-ol

: 389625-52-9
4-(2-bromo-1-ethyl-3-oxo-propyl)-benzoic acid tert-butyl ester

: 150586-23-5
tert-butyl 4-[1-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoate

Guidance literature:: With potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 4h;
DOI:10.1248/cpb.49.1280

Reference yield:

: 65874-27-3
4-(tert-butoxycarbonyl)benzaldehyde

: 150586-23-5
tert-butyl 4-[1-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 79 percent / toluene / 2 h / Heating

2.1: PhSCu / tetrahydrofuran / -40 - -15 °C

2.2: 32 percent / tetrahydrofuran / 1 h / 0 °C

3.1: 88 percent / LiBH₄ / diethyl ether / 13 h / 20 °C

4.1: 91 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.25 h / -60 °C

5.1: 89 percent / 5,5-dibromobarbituric acid / diethyl ether / 64 h / 20 °C

6.1: 45 percent / K₂CO₃ / dimethylsulfoxide / 4 h / 20 °C

With lithium borohydride; oxalyl dichloride; 5,5-dibromobarbituric acid; copper(I) thiophenolate; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; 4.1: Swern oxidation;
DOI:10.1248/cpb.49.1280

Reference yield:

: 146943-27-3
methyl 3-<4-(tert-butoxycarbonyl)phenyl>propenoate

: 150586-23-5
tert-butyl 4-[1-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: PhSCu / tetrahydrofuran / -40 - -15 °C

1.2: 32 percent / tetrahydrofuran / 1 h / 0 °C

2.1: 88 percent / LiBH₄ / diethyl ether / 13 h / 20 °C

3.1: 91 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.25 h / -60 °C

4.1: 89 percent / 5,5-dibromobarbituric acid / diethyl ether / 64 h / 20 °C

5.1: 45 percent / K₂CO₃ / dimethylsulfoxide / 4 h / 20 °C

With lithium borohydride; oxalyl dichloride; 5,5-dibromobarbituric acid; copper(I) thiophenolate; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 3.1: Swern oxidation;
DOI:10.1248/cpb.49.1280