4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1421687-50-4
• Molecular Formula: C₃₆H₄₆F₃N₇O₇S₃
• Molecular Weight: 841.997
• Mol file: 1421687-50-4.mol

Synonyms:4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl ester

There total 11 articles about 4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl 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: 56.7%

(R)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-((trifluoromethyl)sulfonyl)benzenesulfonamide (1027345-14-7) + 4-(4-hydroxy-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl)-piperidine-1-carboxylic acid tert-butyl ester (1421687-49-1) → 4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl ester (1421687-50-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; DavePhos; In 1,4-dioxane; at 120 - 150 ℃; for 1.53333h; Inert atmosphere;

DOI:10.1021/ml300321d

Reference yield:

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate (39514-19-7) → 4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl ester (1421687-50-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: sodium; ethanol / 20 - 75 °C / Inert atmosphere

4.1: tetrachloromethane; triphenylphosphine / 1,2-dichloro-ethane / 2.5 h / 70 °C / Inert atmosphere

5.1: methanol / 70 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere

7.1: 1,2-dichloro-ethane / 1 h / Inert atmosphere

7.2: 18 h / 20 °C / Inert atmosphere

8.1: ruthenium (IV) oxide monohydrate; sodium periodate / acetonitrile; dichloromethane; water / 0.83 h / Inert atmosphere

9.1: sodium hydroxide / water; isopropyl alcohol / 0.5 h / 110 °C / Inert atmosphere; Sealed tube

10.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos / 1,4-dioxane / 1.53 h / 120 - 150 °C / Inert atmosphere

With tetrachloromethane; sodium periodate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ruthenium (IV) oxide monohydrate; ethanol; palladium 10% on activated carbon; hydrogen; sodium; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; DavePhos; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; isopropyl alcohol; acetonitrile;

DOI:10.1021/ml300321d

Reference yield:

ethyl 3-oxopiperidine-4-carboxylate (70637-75-1) → 4-{4-[4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-3-trifluoromethanesulfonyl-benzenesulfonylamino]-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-piperidine-1-carboxylic acid tert-butyl ester (1421687-50-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

2.1: sodium; ethanol / 20 - 75 °C / Inert atmosphere

3.1: tetrachloromethane; triphenylphosphine / 1,2-dichloro-ethane / 2.5 h / 70 °C / Inert atmosphere

4.1: methanol / 70 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere

6.1: 1,2-dichloro-ethane / 1 h / Inert atmosphere

6.2: 18 h / 20 °C / Inert atmosphere

7.1: ruthenium (IV) oxide monohydrate; sodium periodate / acetonitrile; dichloromethane; water / 0.83 h / Inert atmosphere

8.1: sodium hydroxide / water; isopropyl alcohol / 0.5 h / 110 °C / Inert atmosphere; Sealed tube

9.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos / 1,4-dioxane / 1.53 h / 120 - 150 °C / Inert atmosphere

With tetrachloromethane; sodium periodate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ruthenium (IV) oxide monohydrate; ethanol; sodium; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; DavePhos; In 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; isopropyl alcohol; acetonitrile;

DOI:10.1021/ml300321d

upstream raw materials:

ethyl 3-oxopiperidine-4-carboxylate

(R)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-((trifluoromethyl)sulfonyl)benzenesulfonamide

4-(4-hydroxy-8-oxo-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl)-piperidine-1-carboxylic acid tert-butyl ester

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate