(S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone

Base Information

• Chemical Name: (S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone
• CAS No.: 1433725-25-7
• Molecular Formula: C₁₇H₂₂N₂O₂S
• Molecular Weight: 318.44
• Mol file: 1433725-25-7.mol

Synonyms:

Chemical Property of (S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone

There total 4 articles about (S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone 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: 81.0%

(S,S)-6-methylbicyclo[3.3.1]nona-6-ene-2-one (1433725-20-2) + toluene-4-sulfonic acid hydrazide (1576-35-8) → (S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone (1433725-25-7)

Guidance literature:

In ethanol; for 4h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol400963d

Reference yield:

C10H16O2 → (S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone (1433725-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C / Inert atmosphere; Schlenk technique

2: ethanol / 4 h / Reflux; Inert atmosphere; Schlenk technique

With boron trifluoride diethyl etherate; In ethanol; dichloromethane;

DOI:10.1021/ol400963d

Reference yield:

bicyclo[3.3.1]nonane-2,6-dione (16473-11-3) → (S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone (1433725-25-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Sucrose / water / Resolution of racemate; Inert atmosphere; Schlenk technique

2: tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere; Schlenk technique; Reflux

3: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C / Inert atmosphere; Schlenk technique

4: ethanol / 4 h / Reflux; Inert atmosphere; Schlenk technique

With boron trifluoride diethyl etherate; Sucrose; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/ol400963d

upstream raw materials:

(S,S)-bicyclo[3.3.1]nonane-2,6-dione

(S,S)-6-methylbicyclo[3.3.1]nona-6-ene-2-one

toluene-4-sulfonic acid hydrazide

bicyclo[3.3.1]nonane-2,6-dione