O-acetyl-N-benzyldepentylperhydrohistrionicotoxin

Base Information

• Chemical Name: O-acetyl-N-benzyldepentylperhydrohistrionicotoxin
• CAS No.: 88244-72-8
• Molecular Formula: C₂₃H₃₅NO₂
• Molecular Weight: 357.536
• Mol file: 88244-72-8.mol

Synonyms:

Chemical Property of O-acetyl-N-benzyldepentylperhydrohistrionicotoxin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-acetyl-N-benzyldepentylperhydrohistrionicotoxin

There total 24 articles about O-acetyl-N-benzyldepentylperhydrohistrionicotoxin 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:

2-Butyl-3-<4-(p-tolylsulfonoxy)butyl>cyclohex-2-en-1-ol (85612-38-0) → O-acetyl-N-benzyldepentylperhydrohistrionicotoxin (86817-86-9,88244-72-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 8.02 g / 4-dimethylaminopyridine / CH₂Cl₂ / 0 deg C -> 25 deg C, 3 h

2: 6.3 g / NaI / dimethylsulfoxide

3: 60 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / acetonitrile / 72 h / Heating

4: 1.) diborane, 2.) Me₃NO*2H₂O

5: 46 mg / 4-dimethylaminopyridine / CH₂Cl₂

With dmap; trimethylamine-N-oxide; triethylamine; sodium iodide; diborane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; dimethyl sulfoxide; acetonitrile;

DOI:10.1039/P19830002383

Reference yield:

2-Butyl-3-<4-(p-tolylsulfonoxy)butyl>cyclohex-2-en-1-ol (85612-38-0) → O-acetyl-N-benzyldepentylperhydrohistrionicotoxin (86817-86-9,88244-72-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 8.02 g / 4-dimethylaminopyridine / CH₂Cl₂ / 0 deg C -> 25 deg C, 3 h

2: 6.3 g / NaI / dimethylsulfoxide

3: 60 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / acetonitrile / 72 h / Heating

4: 1.) diborane, 2.) Me₃NO*2H₂O

5: 290 mg / 4-dimethylaminopyridine / CH₂Cl₂

With dmap; trimethylamine-N-oxide; triethylamine; sodium iodide; diborane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; dimethyl sulfoxide; acetonitrile;

DOI:10.1039/P19830002383

Reference yield:

1-Acetoxy-2-butyl-3-<4-(p-tolylsulfonoxy)butyl>cyclohex-2-ene (88367-25-3) → O-acetyl-N-benzyldepentylperhydrohistrionicotoxin (86817-86-9,88244-72-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 6.3 g / NaI / dimethylsulfoxide

2: 60 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / acetonitrile / 72 h / Heating

3: 1.) diborane, 2.) Me₃NO*2H₂O

4: 46 mg / 4-dimethylaminopyridine / CH₂Cl₂

With dmap; trimethylamine-N-oxide; triethylamine; sodium iodide; diborane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; dimethyl sulfoxide; acetonitrile;

DOI:10.1039/P19830002383

upstream raw materials:

acetic anhydride

(6S,7R)-1-Benzyl-7-butyl-1-aza-spiro[5.5]undecan-8-ol

1-benzyl-7-butyl-1-azaspirocyclo<5.5>undec-7-ene

acetyl chloride

Downstream raw materials:

(+/-)-depentylperhydrohistrionicotoxin

(6RS,7SR,8SR)-7-n-Butyl-N-benzyl-1-azaspiro<5.5>undecan-8-ol

(6R,7R,8R)-7-Butyl-1-aza-spiro[5.5]undecan-8-ol

(6RS,7RS,8RS)-7-n-Butyl-N-benzyl-1-azaspiro<5.5>undecan-8-ol