3-Boc-8-hydroxy-3-azabicyclo[3.2.1]octane

Base Information

• Chemical Name: 3-Boc-8-hydroxy-3-azabicyclo[3.2.1]octane
• CAS No.: 1330766-08-9
• Molecular Formula: C₁₂H₂₁NO₃
• Molecular Weight: 227.304
• Hs Code.: 2933990090
• Mol file: 1330766-08-9.mol

Synonyms:3-Boc-8-hydroxy-3-azabicyclo[3.2.1]octane;3-Boc-8-hydroxy-3-azabicy...

Chemical Property of 3-Boc-8-hydroxy-3-azabicyclo[3.2.1]octane

Chemical Property:

• PSA: 49.77000
• LogP: 1.56210

Purity/Quality:

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

3-Boc-8-hydroxy-3-azabicyclo[3.2.1]octane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Boc-8-hydroxy-3-azabicyclo[3.2.1]octane

There total 1 articles about 3-Boc-8-hydroxy-3-azabicyclo[3.2.1]octane 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:

3-benzyl-3-azabicyclo[3.2.1]octan-8-ol (882188-60-5) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 8-hydroxy-3-azabicyclo[3.2.1]octan-3-carboxylate (1330766-08-9,1246947-33-0)

Guidance literature:

3-benzyl-3-azabicyclo[3.2.1]octan-8-ol; With hydrogen; In methanol; at 20 ℃;

di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 20 ℃; for 4h;

Reference yield:

(1R,5S,8r)-tert-butyl 8-hydroxy-3-azabicyclo[3.2.1]octane-3-carboxylate (1330766-08-9,1246947-33-0) → tert-butyl (1R,5S,8s)-8-[[5-(3-chlorophenoxy)-1-(propan-2-yl)-1H-1,2,4-triazol-3-yl]amino]-3-azabicyclo[3.2.1]octane-3-carboxylate

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / dichloromethane / 1 h / -74 - 5 °C

1.2: 0.08 h / 20 - 25 °C

2.1: sodium azide / N,N-dimethyl-formamide / 1 h / 80 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 - 25 °C

4.1: ruphos; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate / 1,4-dioxane / 4 h / 120 °C / Sealed tube; Inert atmosphere

With pyridine; sodium azide; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); palladium 10% on activated carbon; hydrogen; sodium t-butanolate; ruphos; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

(1R,5S,8r)-tert-butyl 8-hydroxy-3-azabicyclo[3.2.1]octane-3-carboxylate (1330766-08-9,1246947-33-0) → (1R,5S,8s)-N-[5-(3-chlorophenoxy)-1-(propan-2-yl)-1-1,2,4-triazol-3-yl]-3-azabicyclo[3.2.1]octan-8-amine

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / dichloromethane / 1 h / -74 - 5 °C

1.2: 0.08 h / 20 - 25 °C

2.1: sodium azide / N,N-dimethyl-formamide / 1 h / 80 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 - 25 °C

4.1: ruphos; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate / 1,4-dioxane / 4 h / 120 °C / Sealed tube; Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 16 h / 0 - 25 °C

With pyridine; sodium azide; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); palladium 10% on activated carbon; hydrogen; trifluoroacetic acid; sodium t-butanolate; ruphos; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

3-benzyl-3-azabicyclo[3.2.1]octan-8-ol

di-tert-butyl dicarbonate

Refernces