1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane

Base Information

• Chemical Name: 1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane
• CAS No.: 1312750-65-4
• Molecular Formula: C₃₃H₃₉NOSi
• Molecular Weight: 493.764
• Mol file: 1312750-65-4.mol

Synonyms:1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane

Chemical Property of 1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane

There total 4 articles about 1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane 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: 55.0%

1-benzyl-2-ethynyl-1-azaspiro[2,3]hexane (1312751-04-4) + 3-(tert-butyldiphenylsilyloxy)propyl bromide (177338-13-5) → 1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane (1312750-65-4)

Guidance literature:

1-benzyl-2-ethynyl-1-azaspiro[2,3]hexane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

3-(tert-butyldiphenylsilyloxy)propyl bromide; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/jo201000f

Reference yield:

1-benzyl-2-(trimethylsilylethynyl)-1-azaspiro[2.3]hexane (1312750-98-3) → 1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane (1312750-65-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 0.5 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: -78 - 20 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/jo201000f

Reference yield:

N-cyclobutanbenzylimine (32861-46-4) → 1-benzyl-2-[5-((tert-butyl)diphenylsilanyloxy)pent-1-ynyl]-1-azaspiro[2.3]hexane (1312750-65-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc dibromide; lithium diisopropyl amide / tetrahydrofuran / -78 °C

1.2: -78 - 20 °C

2.1: potassium carbonate / methanol / 0.5 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

3.2: -78 - 20 °C

With n-butyllithium; potassium carbonate; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/jo201000f

upstream raw materials:

1-benzyl-2-(trimethylsilylethynyl)-1-azaspiro[2.3]hexane

1-benzyl-2-ethynyl-1-azaspiro[2,3]hexane

3-(tert-butyldiphenylsilyloxy)propyl bromide

N-cyclobutanbenzylimine

Downstream raw materials:

5-(1-benzyl-1-azaspiro[2.3]hex-2-yl)pent-4-yn-1-ol

1-benzyl-2-[3-((tert-butyl)diphenylsilanyloxy)propyl]-1,4,5,6-tetrahydrocyclopenta[b]pyrrole

1-benzyl-2-(3-hydroxypropyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole