(4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one

Base Information

• Chemical Name: (4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one
• CAS No.: 111795-00-7
• Molecular Formula: C₂₂H₃₀BrNO₂
• Molecular Weight: 420.39
• Mol file: 111795-00-7.mol

Synonyms:(4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one

Chemical Property of (4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one

There total 6 articles about (4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one 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: 50.0%

2,5-Dibromo-pentanoic acid benzyl-[1-(2-methyl-allyl)-2-oxo-cyclopentylmethyl]-amide (111794-93-5,111794-95-7) → (4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one (111795-00-7)

Guidance literature:

With zinc; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jo00235a020

Reference yield:

2,5-Dibromopentanoic Acid Bromide (89180-84-7) → (4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one (111795-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent

2: 50 percent / Zn / tetrahydrofuran / 0 °C

With zinc; In tetrahydrofuran;

DOI:10.1021/jo00235a020

Reference yield:

ethyl 2-ethoxycyclopent-1-ene-carboxylate (23153-72-2) → (4aR,7aS)-2-Benzyl-4-(3-bromo-propyl)-4a-hydroxy-7a-(2-methyl-allyl)-octahydro-[2]pyrindin-3-one (111795-00-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / 2.) potassium bis(trimethylsilyl)amide

2: 95 percent / lithium benzylamide / tetrahydrofuran

3: 85 percent / diisobutylaluminium hydride

4: 90 percent

5: 50 percent / Zn / tetrahydrofuran / 0 °C

With potassium hexamethylsilazane; lithium benzylamide; diisobutylaluminium hydride; zinc; In tetrahydrofuran;

DOI:10.1021/jo00235a020

upstream raw materials:

2,5-Dibromo-pentanoic acid benzyl-[1-(2-methyl-allyl)-2-oxo-cyclopentylmethyl]-amide

2,5-Dibromopentanoic Acid Bromide

ethyl 2-ethoxycyclopent-1-ene-carboxylate

Ethyl 2-Ethoxy-1-(2-methyl-2-propenyl)-2-cyclopentene-1-carboxylate

Downstream raw materials:

(3aR,10aS)-5-Benzyl-3a-(2-methyl-allyl)-decahydro-10-oxa-5-aza-cyclopenta[d]naphthalen-6-one