tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate

Base Information

• Chemical Name: tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate
• CAS No.: 1439908-36-7
• Molecular Formula: C₁₆H₂₀ClF₂N₅O₂
• Molecular Weight: 387.817
• Mol file: 1439908-36-7.mol

Synonyms:tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate

Chemical Property of tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate

There total 16 articles about tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate 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:

tert-butyl (1S,2S)-2-amino-3,3-difluorocyclohexylcarbamate (1374973-19-9) + 2,4-dichloropyrimidine-5-carbonitrile (3177-24-0) → tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate (1439908-36-7) + tert-butyl (1S,2S)-2-(2-chloro-5-cyanopyrimidin-4-ylamino)-3,3-difluorocyclohexylcarbamate (1439908-38-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 0.333333h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate (1439908-36-7)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran

2: pyridine / dichloromethane / 0.17 h / Cooling with ice

3: sodium azide / 1-methyl-pyrrolidin-2-one / 3 h / 100 °C

4: palladium 10% on activated carbon; hydrogen / ethyl acetate

5: acetonitrile / 20 °C

With pyridine; sodium azide; palladium 10% on activated carbon; hydrogen; triethylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; ethyl acetate; acetonitrile;

Reference yield:

(1R,6S)-6-(tert-butoxycarbonylamino)-2,2-difluorocyclohexyl trifluoromethanesulfonate (1374973-16-6) → tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate (1439908-36-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / 1-methyl-pyrrolidin-2-one / 3 h / 100 °C

2: palladium 10% on activated carbon; hydrogen / ethyl acetate

3: acetonitrile / 20 °C

With sodium azide; palladium 10% on activated carbon; hydrogen; In 1-methyl-pyrrolidin-2-one; ethyl acetate; acetonitrile;

upstream raw materials:

tert-butyl (1S,2S)-2-amino-3,3-difluorocyclohexylcarbamate

2,4-dichloropyrimidine-5-carbonitrile

di-tert-butyl dicarbonate

(1R,6S)-6-amino-2,2-difluorocyclohexanol

Downstream raw materials:

4-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-2-((1S,6S)-6-amino-2,2-difluorocyclohexylamino)pyrimidin-5-carboxamide

4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide

2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-((3-(pyrimidin-2-yl)phenyl)amino)pyrimidin-5-carboxamide

2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(thieno[2,3-b]pyridin-3-ylamino)pyrimidin-5-carboxamide