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

Base Information

• Chemical Name: tert-butyl (1S,2S)-2-azido-3,3-difluorocyclohexylcarbamate
• CAS No.: 1374973-17-7
• Molecular Formula: C₁₁H₁₈F₂N₄O₂
• Molecular Weight: 276.286
• Mol file: 1374973-17-7.mol

Synonyms:tert-butyl (1S,2S)-2-azido-3,3-difluorocyclohexylcarbamate

Chemical Property of tert-butyl (1S,2S)-2-azido-3,3-difluorocyclohexylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1S,2S)-2-azido-3,3-difluorocyclohexylcarbamate

There total 6 articles about tert-butyl (1S,2S)-2-azido-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:

(1R,6S)-6-(tert-butoxycarbonylamino)-2,2-difluorocyclohexyl trifluoromethanesulfonate (1374973-16-6) → tert-butyl (1S,2S)-2-azido-3,3-difluorocyclohexylcarbamate (1374973-17-7) + tert-butyl (1S,6R)-6-azido-2,2-difluorocyclohexylcarbamate (1374973-18-8)

Guidance literature:

With sodium azide; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 3h;

Reference yield:

(1R,6S)-6-amino-2,2-difluorocyclohexanol (1374973-14-4) → tert-butyl (1S,2S)-2-azido-3,3-difluorocyclohexylcarbamate (1374973-17-7) + tert-butyl (1S,6R)-6-azido-2,2-difluorocyclohexylcarbamate (1374973-18-8)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; sodium azide; triethylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane;

Reference yield:

tert-butyl (1S,2R)-3,3-difluoro-2-hydroxycyclohexylcarbamate (1374973-15-5) → tert-butyl (1S,2S)-2-azido-3,3-difluorocyclohexylcarbamate (1374973-17-7) + tert-butyl (1S,6R)-6-azido-2,2-difluorocyclohexylcarbamate (1374973-18-8)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With pyridine; sodium azide; In 1-methyl-pyrrolidin-2-one; dichloromethane;

upstream raw materials:

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

tert-butyl (1S,2R)-3,3-difluoro-2-hydroxycyclohexylcarbamate

(1R,6S)-6-(tert-butoxycarbonylamino)-2,2-difluorocyclohexyl trifluoromethanesulfonate

7-oxabicyclo[4.1.0]heptan-2-one

Downstream raw materials:

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

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

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

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