tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-carboxylate
• CAS No.: 1436866-16-8
• Molecular Formula: C₂₂H₂₈N₄O₄S
• Molecular Weight: 444.555
• Mol file: 1436866-16-8.mol

Synonyms:tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-carboxylate

Chemical Property of tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-carboxylate

There total 5 articles about tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-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: 52.0%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 4-chloro-2-phenyl-5,7-dihydrothieno<3,4-d>pyrimidine 6,6-dioxide (174871-34-2) → tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-carboxylate (1436866-16-8)

Guidance literature:

In N,N-dimethyl-formamide; at 70 ℃; for 23h;

DOI:10.1016/j.bmcl.2013.03.104

Reference yield:

methyl 4-oxotetrahydrothiophene-3-carboxylate (2689-68-1,99328-39-9) → tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-carboxylate (1436866-16-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium methylate / methanol / 22 h / 20 - 65 °C

2: trichlorophosphate / 1 h / 90 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 96 h / 20 °C

4: N,N-dimethyl-formamide / 23 h / 70 °C

With sodium methylate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.03.104

Reference yield:

ethyl 2-[4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]phenyl]acetate (1436866-20-4) → tert-butyl 4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]piperidine-1-carboxylate (1436866-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; water / methanol; tetrahydrofuran / 1.5 h

2: N,N-dimethyl-formamide / 23 h / 70 °C

With water; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.03.104

upstream raw materials:

methyl 4-oxotetrahydrothiophene-3-carboxylate

ethyl 2-[4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]phenyl]acetate

2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-ol

4-chloro-2-phenyl-5,7-dihydrothieno<3,4-d>pyrimidine

Downstream raw materials:

2-[4-[(6,6-dioxo-2-phenyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)amino]-1-piperidyl]acetic acid

6,6-dioxo-2-phenyl-N-(4-piperidyl)-5,7-dihydrothieno[3,4-d]pyrimidin-4-amine hydrochloride

C₂₃H₃₀N₄O₄S