tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Base Information

Chemical Name:tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate
CAS No.:1338930-84-9
Molecular Formula:C₃₂H₄₃BrFN₅O₆
Molecular Weight:692.626
Hs Code.:

tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Synonyms:tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

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Chemical Property of tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

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Technology Process of tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

There total 11 articles about tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate 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:

: C₃₂H₄₅BrFN₅O₇

: 74-88-4
methyl iodide

: 1338930-84-9
tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Guidance literature:: C₃₂H₄₅BrFN₅O₇; With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 5h; Inert atmosphere;

methyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 30 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.042

Reference yield:

: 1338930-82-7
4-tert-butyl 2-ethyl 3-amino-1-(2-bromo-5-fluorobenzyl)-5-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1H-pyrrole-2,4-dicarboxylate

: 1338930-84-9
tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / water / 2 h / 40 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere

2.2: 5 h / 30 °C / Inert atmosphere

With potassium carbonate; acetic acid; In water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.07.042

Reference yield:

: 1245808-57-4
C₁₆H₂₁NO₄

: 1338930-84-9
tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{3-[(tert-butoxycarbonyl)amino]-3-ethylpiperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: diphenyl phosphoryl azide; triethylamine / toluene / 2 h / 100 °C / Inert atmosphere

2.1: potassium tert-butylate / toluene / 1 h / 40 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 20 °C

4.1: acetonitrile / 1 h / 50 °C / Inert atmosphere

4.2: 10 h / 80 °C / Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C / Inert atmosphere

6.1: lithium amide / 1 h / 80 °C / Inert atmosphere

6.2: 2 h / 30 °C / Inert atmosphere

6.3: Inert atmosphere; Saturated solution

7.1: acetic acid / water / 2 h / 40 °C / Inert atmosphere

7.2: Inert atmosphere

8.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere

8.2: 5 h / 30 °C / Inert atmosphere

With lithium amide; diphenyl phosphoryl azide; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; potassium carbonate; acetic acid; triethylamine; In methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Curtius rearrangement;
DOI:10.1016/j.bmc.2011.07.042