(1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane p-toluenesulfonylhydrazone

Base Information

• Chemical Name: (1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane p-toluenesulfonylhydrazone
• CAS No.: 80629-34-1
• Molecular Formula: C₂₇H₄₄N₂O₄S
• Molecular Weight: 492.723
• Mol file: 80629-34-1.mol

Synonyms:

Chemical Property of (1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane p-toluenesulfonylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane p-toluenesulfonylhydrazone

There total 3 articles about (1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane p-toluenesulfonylhydrazone 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:

(1'R,4'S,5'R)-1'-ethenyl-4'-(4,8-dimethyl-5-oxo-7-nonenyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane (67441-47-8) → (1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane p-toluenesulfonylhydrazone (80629-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / 10percent Pd/C / ethanol / 1 h / 1292.9 Torr

2: aq. HCl / ethanol / 18 h / Ambient temperature

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo00346a029

Reference yield:

9-[(2S,3R,E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,6-dimethylnon-2-ene-5-one (67359-28-8) → (1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane p-toluenesulfonylhydrazone (80629-34-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 37 percent / p-TsOH*H₂O / benzene / 24 h / Ambient temperature

2: 99 percent / H₂ / 10percent Pd/C / ethanol / 1 h / 1292.9 Torr

3: aq. HCl / ethanol / 18 h / Ambient temperature

With hydrogenchloride; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; benzene;

DOI:10.1021/jo00346a029

Reference yield:

(1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane (67441-48-9) + toluene-4-sulfonic acid hydrazide (1576-35-8) → (1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane p-toluenesulfonylhydrazone (80629-34-1)

Guidance literature:

With hydrogenchloride; In ethanol; for 18h; Ambient temperature;

DOI:10.1021/jo00346a029

upstream raw materials:

(1'S,4'S,5'R)-1'-ethyl-4'-(4,8-dimethyl-5-oxononyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane

toluene-4-sulfonic acid hydrazide

(1'R,4'S,5'R)-1'-ethenyl-4'-(4,8-dimethyl-5-oxo-7-nonenyl)-4'-methyl-3',8'-dioxabicyclo<3.2.1>octane

9-[(2S,3R,E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,6-dimethylnon-2-ene-5-one