(2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate

Base Information

• Chemical Name: (2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate
• CAS No.: 530147-28-5
• Molecular Formula: C₂₁H₃₀O₃S
• Molecular Weight: 362.533
• Mol file: 530147-28-5.mol

Synonyms:(2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate

Chemical Property of (2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate

There total 2 articles about (2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate 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: 91.0%

p-toluenesulfonyl chloride (98-59-9) + (2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propan-1-ol (530147-26-3) → (2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate (530147-28-5)

Guidance literature:

With pyridine; at 0 ℃;

DOI:10.1039/b209147j

Reference yield:

2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propionitrile → (2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate (530147-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 16 percent / DIBAL-H / diethyl ether; hexane; toluene / -78 - 0 °C

2: 91 percent / pyridine / 0 °C

With pyridine; diisobutylaluminium hydride; In diethyl ether; hexane; toluene;

DOI:10.1039/b209147j

Reference yield:

(2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate (530147-28-5) → (2R)-2-((1R,4aS,5S,8aR)-5-hydroxy-8a-methyldecahydro-1-naphthyl)propyl p-toluenesulfonate (530147-30-9) + (2R)-2-((1R,4aR,5R,8aR)-5-hydroxy-8a-methyldecahydro-1-naphthyl)propyl p-toluenesulfonate

Guidance literature:

(2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate; With borane-THF; In tetrahydrofuran; at -20 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at -30 - 20 ℃; Further stages. Title compound not separated from byproducts.;

DOI:10.1039/b209147j

upstream raw materials:

p-toluenesulfonyl chloride

(2R)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propan-1-ol

Downstream raw materials:

(2R)-2-((1R,4aS,5S,8aR)-5-hydroxy-8a-methyldecahydro-1-naphthyl)propyl p-toluenesulfonate