Thiocarbonic acid O-[1-((Z)-3-bromo-2-methyl-allyl)-6,6-dimethyl-8-oxo-bicyclo[3.2.1]oct-2-yl] ester O-p-tolyl ester

Base Information

• Chemical Name: Thiocarbonic acid O-[1-((Z)-3-bromo-2-methyl-allyl)-6,6-dimethyl-8-oxo-bicyclo[3.2.1]oct-2-yl] ester O-p-tolyl ester
• CAS No.: 125355-16-0
• Molecular Formula: C₂₂H₂₇BrO₃S
• Molecular Weight: 451.425
• Mol file: 125355-16-0.mol

Synonyms:

Chemical Property of Thiocarbonic acid O-[1-((Z)-3-bromo-2-methyl-allyl)-6,6-dimethyl-8-oxo-bicyclo[3.2.1]oct-2-yl] ester O-p-tolyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thiocarbonic acid O-[1-((Z)-3-bromo-2-methyl-allyl)-6,6-dimethyl-8-oxo-bicyclo[3.2.1]oct-2-yl] ester O-p-tolyl ester

There total 5 articles about Thiocarbonic acid O-[1-((Z)-3-bromo-2-methyl-allyl)-6,6-dimethyl-8-oxo-bicyclo[3.2.1]oct-2-yl] ester O-p-tolyl ester 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:

methyl 4,4-dimethyl-2-oxocyclopentanecarboxylate (60585-44-6) → Thiocarbonic acid O-[1-((Z)-3-bromo-2-methyl-allyl)-6,6-dimethyl-8-oxo-bicyclo[3.2.1]oct-2-yl] ester O-p-tolyl ester (125265-64-7,125265-65-8,125355-14-8,125355-16-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 75 percent / lithium di-isopropylamide (LDA) / tetrahydrofuran

2: 1.) NaH; 2.) LiI, lutidine / 1.) toluene, room temperature, then reflux; 2.) 120 deg C

3: HF / acetonitrile / Ambient temperature

4: pyridinium chlorochromate (PCC), NaOAc / CH₂Cl₂ / Ambient temperature

5: 72 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / benzene / Ambient temperature

6: NaH / toluene / room temperature to reflux

With lutidine; hydrogen fluoride; sodium acetate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; lithium iodide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; benzene;

DOI:10.1039/c39890001090

Reference yield:

3-[4-((Z)-3-Bromo-2-methyl-allyl)-2,2-dimethyl-5-oxo-cyclopentyl]-propionaldehyde → Thiocarbonic acid O-[1-((Z)-3-bromo-2-methyl-allyl)-6,6-dimethyl-8-oxo-bicyclo[3.2.1]oct-2-yl] ester O-p-tolyl ester (125265-64-7,125265-65-8,125355-14-8,125355-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / benzene / Ambient temperature

2: NaH / toluene / room temperature to reflux

With sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; benzene;

DOI:10.1039/c39890001090

Reference yield:

5-((Z)-3-Bromo-2-methyl-allyl)-2-(3-hydroxy-propyl)-3,3-dimethyl-cyclopentanone → Thiocarbonic acid O-[1-((Z)-3-bromo-2-methyl-allyl)-6,6-dimethyl-8-oxo-bicyclo[3.2.1]oct-2-yl] ester O-p-tolyl ester (125265-64-7,125265-65-8,125355-14-8,125355-16-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium chlorochromate (PCC), NaOAc / CH₂Cl₂ / Ambient temperature

2: 72 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / benzene / Ambient temperature

3: NaH / toluene / room temperature to reflux

With sodium acetate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In dichloromethane; toluene; benzene;

DOI:10.1039/c39890001090

upstream raw materials:

methyl 4,4-dimethyl-2-oxocyclopentanecarboxylate