(R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate
• CAS No.: 1274804-57-7
• Molecular Formula: C₃₁H₃₉F₃N₆O₆S₃
• Molecular Weight: 744.88
• Mol file: 1274804-57-7.mol

Synonyms:(R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate

Chemical Property of (R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate

There total 7 articles about (R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-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: 43.0%

(R)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-((trifluoromethyl)sulfonyl)benzenesulfonamide (1027345-14-7) + 4-chloro-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester (1053656-57-7) → (R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (1274804-57-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; DavePhos; In 1,4-dioxane; at 180 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ml300321d

Reference yield:

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate (39514-19-7) → (R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (1274804-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; 10 wt% Pd(OH)2 on carbon; hydrogen / ethanol / Inert atmosphere

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

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

4: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos / 1,4-dioxane / 0.5 h / 180 °C / Inert atmosphere

With tetrachloromethane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ethanol; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium; caesium carbonate; triethylamine; triphenylphosphine; DavePhos; In 1,4-dioxane; ethanol; 1,2-dichloro-ethane;

DOI:10.1021/ml300321d

Reference yield:

ethyl 3-oxopiperidine-4-carboxylate (70637-75-1) → (R)-tert-butyl 4-(4-(4-(dimethylamino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (1274804-57-7)

Guidance literature:

Multi-step reaction with 4 steps

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

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

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

4: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos / 1,4-dioxane / 0.5 h / 180 °C / Inert atmosphere

With tetrachloromethane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ethanol; sodium; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; DavePhos; In 1,4-dioxane; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ml300321d

upstream raw materials:

ethyl 3-oxopiperidine-4-carboxylate

di-tert-butyl dicarbonate

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

4-chloro-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester

Downstream raw materials:

(R)-N-(7-(1-((4'-chloro-biphenyl-2-yl)methyl)piperidin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-((trifluoromethyl)sulfonyl)benzenesulfonamide

4-((R)-3-dimethylamino-1-phenylsulfanylmethyl-propylamino)-N-(5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidin-4-yl)-3-(trifluoromethanesulfonyl)benzenesulfonamide