(3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate

Base Information

• Chemical Name: (3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate
• CAS No.: 1198800-71-3
• Molecular Formula: C₂₉H₃₂BrNO₃
• Molecular Weight: 522.482
• Mol file: 1198800-71-3.mol

Synonyms:(3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate

Chemical Property of (3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate

There total 3 articles about (3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate 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: 87.0%

5-bromopentanoic acid (2067-33-6) + (3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-ol → (3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate (1198800-71-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere; Reflux;

DOI:10.2478/s11532-013-0391-4

Reference yield:

phenylmagnesium bromide (100-58-3) → (3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate (1198800-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 19 h / -78 °C / Inert atmosphere

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1.5 h / 0 °C / Inert atmosphere; Reflux

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.2478/s11532-013-0391-4

Reference yield:

(2S,4R)-1-benzyl-4-hydroxyproline methyl ester (114676-48-1) → (3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate (1198800-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 19 h / -78 °C / Inert atmosphere

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1.5 h / 0 °C / Inert atmosphere; Reflux

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.2478/s11532-013-0391-4

upstream raw materials:

5-bromopentanoic acid

(2S,4R)-1-benzyl-4-hydroxyproline methyl ester

phenylmagnesium bromide

Downstream raw materials:

3-(5-((3R,5S)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yloxy)-5-oxopentyl)-1-methyl-1H-imidazol-3-ium bromide