6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane

Base Information

• Chemical Name: 6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane
• CAS No.: 1442411-02-0
• Molecular Formula: C₁₇H₂₂N₂O₅S
• Molecular Weight: 366.438
• Mol file: 1442411-02-0.mol

Synonyms:6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane

Chemical Property of 6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane

There total 10 articles about 6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane 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: 71.0%

methanol (67-56-1) + 1-((2-nitrophenyl)sulfonyl)-5-(pent-4-yn-1-yl)-1,2,3,4-tetrahydropyridine (1442410-18-5) → 6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane (1442411-02-0)

Guidance literature:

With ((R)-binaphane)Pd(OH₂)2(OTf)2; acetic acid; In diethyl ether; at 20 ℃; for 2h; Concentration; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2013.02.091

Reference yield:

methanol (67-56-1) + 1-((2-nitrophenyl)sulfonyl)-5-(pent-4-yn-1-yl)-1,2,3,4-tetrahydropyridine (1442410-18-5) → 6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane (1442411-02-0) + 6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane (1442410-21-0)

Guidance literature:

With ((R)-DTBM-Segphos)Pd(OTf)2; acetic acid; In diethyl ether; at 20 ℃; for 20h; Solvent; Time; Overall yield = 77 %; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2013.02.091

Reference yield:

5-bromo-1-(trimethylsilyl)pentyne (66927-74-0) → 6-methoxy-1-methylene-7-((2-nitrophenyl)sulfonyl)-7-azaspiro[4.5]decane (1442411-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / -78 - 0 °C / Inert atmosphere; Schlenk technique

2.1: diisobutylaluminium hydride; methanesulfonyl chloride; dmap; triethylamine / tetrahydrofuran / Inert atmosphere; Schlenk technique

2.2: Inert atmosphere; Schlenk technique

3.1: acetic acid; ((R)-binaphane)Pd(OH₂)2(OTf)2 / diethyl ether / 2 h / 20 °C / Inert atmosphere; Schlenk technique

With dmap; n-butyllithium; ((R)-binaphane)Pd(OH₂)2(OTf)2; diisobutylaluminium hydride; acetic acid; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.tet.2013.02.091

upstream raw materials:

methanol

1-((2-nitrophenyl)sulfonyl)-5-(pent-4-yn-1-yl)-1,2,3,4-tetrahydropyridine

5-bromo-1-(trimethylsilyl)pentyne

2-Nitrobenzenesulfonyl chloride