(3R)-1-Boc-3-(4-aMino-3-iodo-1H-pyrazolo[3,4-d]pyriMidin-1-yl)piperidine

Base Information

• Chemical Name: (3R)-1-Boc-3-(4-aMino-3-iodo-1H-pyrazolo[3,4-d]pyriMidin-1-yl)piperidine
• CAS No.: 1276110-38-3
• Molecular Formula: C15H21IN6O2
• Molecular Weight: 444.275
• Mol file: 1276110-38-3.mol

Synonyms:(3R)-1-Boc-3-(4-aMino-3-iodo-1H-pyrazolo[3,4-d]pyriMidin-1-yl)piperidine;(R)-tert-Butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate;tert-butyl (3R)-3-{4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl}piperidine-1-carboxylate

Chemical Property of (3R)-1-Boc-3-(4-aMino-3-iodo-1H-pyrazolo[3,4-d]pyriMidin-1-yl)piperidine

Chemical Property:

• PSA: 99.16000
• LogP: 3.10420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(3R)-1-Boc-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-1-Boc-3-(4-aMino-3-iodo-1H-pyrazolo[3,4-d]pyriMidin-1-yl)piperidine

There total 1 articles about (3R)-1-Boc-3-(4-aMino-3-iodo-1H-pyrazolo[3,4-d]pyriMidin-1-yl)piperidine 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:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) → (R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylic acid tert-butyl ester (1276110-38-3)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium hydroxide / isopropyl alcohol / 95 °C

2: N-iodo-succinimide / N,N-dimethyl-formamide / 55 °C

3: di-isopropyl azodicarboxylate / tetrahydrofuran / 2 h / 0 - 60 °C

With ammonium hydroxide; N-iodo-succinimide; di-isopropyl azodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield: 87.0%

(R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylic acid tert-butyl ester (1276110-38-3) + 2-[4-(2,5-difluorophenoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1414356-70-9) → tert-butyl (3R)-3-[4-amino-3-[4-(2,5-difluorophenoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate (1414356-71-0)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 90 ℃; for 12h;

Reference yield: 85.0%

(R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylic acid tert-butyl ester (1276110-38-3) + 2-[4-(2,6-difluorophenoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1196396-03-8) → tert-butyl (3R)-3-[4-amino-3-[4-(2,6-difluorophenoxy)-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate (1414356-58-3)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 90 ℃; for 15h; Inert atmosphere;

upstream raw materials:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine

Downstream raw materials:

(3R)‐4‐amino‐3‐(4-phenoxyphenyl)‐1‐(1‐tert-butoxycarbonylpiperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine

tert-butyl (R)-3-(4-amino-3-(4-aminophenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate

(R)-3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine

tert-butyl (3R)-3-[4-amino-3-[4-(2,6-difluorophenoxy)-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate

Refernces