tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate

Base Information

• Chemical Name: tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate
• CAS No.: 1092444-48-8
• Molecular Formula: C₄₁H₆₁FN₆O₃Si
• Molecular Weight: 733.058
• Mol file: 1092444-48-8.mol

Synonyms:tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate

Chemical Property of tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate

There total 17 articles about tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate 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: 35.0%

benzyl (5-chloro-3-isopropylpyrazolo[1,5-a]pyrimidin-7-yl)carbamic acid tert-butyl ester (1092444-33-1) + (R)-1-(tert-butyldimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamine (1092444-46-6) → tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate (1092444-48-8)

Guidance literature:

benzyl (5-chloro-3-isopropylpyrazolo[1,5-a]pyrimidin-7-yl)carbamic acid tert-butyl ester; With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; for 0.0833333h;

(R)-1-(tert-butyldimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamine; In toluene; at 100 ℃; for 13h;

Reference yield:

3-isopropylpyrazolo[1,5-a]pyrimidine-5,7-diol (771510-25-9) → tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate (1092444-48-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: trichlorophosphate / 16 h / Heating / reflux

2.1: ethanol / 3 h / Heating / reflux

3.1: dmap / tetrahydrofuran / 1.5 h / 20 °C

4.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 0.08 h

4.2: 13 h / 100 °C

With sodium t-butanolate; trichlorophosphate; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; ethanol; toluene;

Reference yield:

Isovaleronitrile (625-28-5) → tert-butyl (R)-benzyl-{5-[1-(tert-butyl-dimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamino]-3-isopropyl-pyrazolo[1,5-a]pyrimidin-7-yl}carbamate (1092444-48-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C

1.2: 16.5 h / -78 - 20 °C

1.3: pH 3

2.1: acetic acid; hydrazine / ethanol / 16 h / Heating / reflux

3.1: sodium / ethanol / 16 h / Heating / reflux

3.2: pH 3

4.1: trichlorophosphate / 16 h / Heating / reflux

5.1: ethanol / 3 h / Heating / reflux

6.1: dmap / tetrahydrofuran / 1.5 h / 20 °C

7.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 0.08 h

7.2: 13 h / 100 °C

With sodium; acetic acid; sodium t-butanolate; hydrazine; lithium diisopropyl amide; trichlorophosphate; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; ethanol; toluene;

upstream raw materials:

benzyl (5-chloro-3-isopropylpyrazolo[1,5-a]pyrimidin-7-yl)carbamic acid tert-butyl ester

(R)-1-(tert-butyldimethylsilyloxy)-9-(6-fluoropyridin-3-yl)-non-2-ylamine

3-isopropylpyrazolo[1,5-a]pyrimidine-5,7-diol

Isovaleronitrile

Downstream raw materials:

tert-butyl benzyl-((R)-5-(9-(6-fluoropyridin-3-yl)-1-hydroxynonan-2-ylamino)-3-isopropylpyrazolo[1,5-a]pyrimidin-7-yl)carbamate