tert-butyl-6-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-5-(2-cyano-5-fluorobenzyl)-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-6-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-5-(2-cyano-5-fluorobenzyl)-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate
CAS No.:1338930-87-2
Molecular Formula:C₃₁H₃₉FN₆O₆
Molecular Weight:610.686
Hs Code.:

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

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

There total 6 articles about tert-butyl-6-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-5-(2-cyano-5-fluorobenzyl)-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: 56.0%

: 557-21-1
zinc(II) cyanide

: 1338930-86-1
tert-butyl 5-(2-bromo-5-fluorobenzyl)-6-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

: 1338930-87-2
tert-butyl-6-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-5-(2-cyano-5-fluorobenzyl)-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.042

Reference yield:

: 309956-78-3,172603-05-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1338930-87-2
tert-butyl-6-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-5-(2-cyano-5-fluorobenzyl)-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 6 steps

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

1.2: 10 h / 80 °C / Inert atmosphere

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

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

3.2: 2 h / 30 °C / Inert atmosphere

3.3: Inert atmosphere; Saturated solution

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

4.2: Inert atmosphere

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

5.2: 5 h / 30 °C / Inert atmosphere

6.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 1 h / 100 °C / Inert atmosphere

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; lithium amide; potassium carbonate; acetic acid; In 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2011.07.042

Reference yield:

: 1338930-83-8
4-tert-butyl 2-ethyl 3-amino-1-(2-bromo-5-fluorobenzyl)-5-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1H-pyrrole-2,4-dicarboxylate

: 1338930-87-2
tert-butyl-6-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-5-(2-cyano-5-fluorobenzyl)-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 3 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

3.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 1 h / 100 °C / Inert atmosphere

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium carbonate; acetic acid; In 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.07.042