BS-195

Base Information

• Chemical Name: BS-195
• CAS No.: 1092443-56-5
• Molecular Formula: C₂₀H₂₇N₅O₃
• Molecular Weight: 385.466
• Mol file: 1092443-56-5.mol

Synonyms:BS-195

Chemical Property of BS-195

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BS-195

There total 9 articles about BS-195 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: 69.0%

tert-butyl benzyl(5-(((2S,3R)-1-((tert-butyldimethylsilyl)oxy)-3,4-dihydroxybutan-2-yl)amino)-3-iso-propylpyrazolo[1,5-a]pyrimidin-7-yl)carbamate (1092444-52-4) → BS-195 (1092443-56-5)

Guidance literature:

tert-butyl benzyl(5-(((2S,3R)-1-((tert-butyldimethylsilyl)oxy)-3,4-dihydroxybutan-2-yl)amino)-3-iso-propylpyrazolo[1,5-a]pyrimidin-7-yl)carbamate; With hydrogenchloride; methanol; at 20 ℃; for 6h;

With water; potassium carbonate; Product distribution / selectivity;

Reference yield:

3-isopropylpyrazolo[1,5-a]pyrimidine-5,7-diol (771510-25-9) → BS-195 (1092443-56-5)

Guidance literature:

Multi-step reaction with 6 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: 12 h / 100 °C

5.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 14 - 18 h / 20 °C

6.1: hydrogenchloride; methanol / 6 h / 20 °C

With hydrogenchloride; methanol; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; sodium t-butanolate; trichlorophosphate; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; ethanol; acetone; toluene; tert-butyl alcohol;

Reference yield:

Isovaleronitrile (625-28-5) → BS-195 (1092443-56-5)

Guidance literature:

Multi-step reaction with 9 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: 12 h / 100 °C

8.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 14 - 18 h / 20 °C

9.1: hydrogenchloride; methanol / 6 h / 20 °C

With hydrogenchloride; methanol; osmium(VIII) oxide; water; sodium; acetic acid; 4-methylmorpholine N-oxide; sodium t-butanolate; hydrazine; lithium diisopropyl amide; trichlorophosphate; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; ethanol; acetone; toluene; tert-butyl alcohol;

upstream raw materials:

tert-butyl benzyl(5-(((2S,3R)-1-((tert-butyldimethylsilyl)oxy)-3,4-dihydroxybutan-2-yl)amino)-3-iso-propylpyrazolo[1,5-a]pyrimidin-7-yl)carbamate

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

Isovaleronitrile

2-formyl-3-methylbutanenitrile