2,6-Dimethyltricyclo<5.2.1.0^2,6>decan-3-one Tosylhydrazone

Base Information

• Chemical Name: 2,6-Dimethyltricyclo<5.2.1.0^2,6>decan-3-one Tosylhydrazone
• CAS No.: 131232-90-1
• Molecular Formula: C₁₉H₂₆N₂O₂S
• Molecular Weight: 346.494
• Mol file: 131232-90-1.mol

Synonyms:2,6-Dimethyltricyclo<5.2.1.0^2,6>decan-3-one Tosylhydrazone

Chemical Property of 2,6-Dimethyltricyclo<5.2.1.0^2,6>decan-3-one Tosylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-Dimethyltricyclo<5.2.1.0^2,6>decan-3-one Tosylhydrazone

There total 7 articles about 2,6-Dimethyltricyclo<5.2.1.0^2,6>decan-3-one Tosylhydrazone 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: 90.0%

(-)-(1R,2S,6R,7S)-2,6-dimethyltricyclo[5.2.1.02,6]decan-3-one (66701-34-6) + toluene-4-sulfonic acid hydrazide (1576-35-8) → 2,6-Dimethyltricyclo<5.2.1.02,6>decan-3-one Tosylhydrazone (131232-90-1)

Guidance literature:

hydrogenchloride; In ethanol; for 2h; Heating;

DOI:10.1021/jo00004a019

Reference yield:

(-)-(1R,2S,6S,7S)-2,6-dimethyltricyclo[5.2.1.02,6]dec-4-en-3-one (131232-89-8) → 2,6-Dimethyltricyclo<5.2.1.02,6>decan-3-one Tosylhydrazone (131232-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature

2: 90 percent / conc. HCl / ethanol / 2 h / Heating

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

DOI:10.1021/jo00004a019

Reference yield:

(1R,2S,6R,7S)-6-Methyltricyclo<5.2.1.02,6>decan-3-one (131232-88-7) → 2,6-Dimethyltricyclo<5.2.1.02,6>decan-3-one Tosylhydrazone (131232-90-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / O₂ / PdCl₂, Pd(OAc)2 / H₂O; dioxane / 14 h / 90 - 95 °C / 760 Torr

2: 1) LDA / 1) THF, -78 deg C, 30 min, 2) -78 deg C, 2 h, then warming to 20 deg C

3: 95 percent / H₂ / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature

4: 90 percent / conc. HCl / ethanol / 2 h / Heating

With hydrogen; oxygen; lithium diisopropyl amide; hydrogenchloride; palladium diacetate; palladium on activated charcoal; palladium dichloride; In 1,4-dioxane; ethanol; water;

DOI:10.1021/jo00004a019

upstream raw materials:

(-)-(1R,2S,6R,7S)-2,6-dimethyltricyclo[5.2.1.0^2,6]decan-3-one

toluene-4-sulfonic acid hydrazide

(-)-(1R,2S,6S,7S)-2,6-dimethyltricyclo[5.2.1.0^2,6]dec-4-en-3-one

(1R,2S,6R,7S)-6-Methyltricyclo<5.2.1.0^2,6>decan-3-one