(S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate

Base Information

• Chemical Name: (S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate
• CAS No.: 1610617-21-4
• Molecular Formula: C₂₅H₂₃NO₂
• Molecular Weight: 369.463
• Mol file: 1610617-21-4.mol

Synonyms:(S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate

Chemical Property of (S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate

There total 1 articles about (S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate 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: 82.0%

9-bromo-9-phenyl-9H-fluorene (55135-66-5) + L-proline methyl ester monohydrochloride (2133-40-6) → (S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate (1610617-21-4)

Guidance literature:

9-bromo-9-phenyl-9H-fluorene; L-proline methyl ester monohydrochloride; With potassium phosphate; lead(II) nitrate; In acetonitrile; for 24h; Inert atmosphere;

With methanol; In acetonitrile; for 0.5h;

DOI:10.1002/ejoc.201301903

Reference yield: 92.0%

(S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate (1610617-21-4) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (S)-N-methoxy-N-methyl-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxamide (1610617-15-6)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

DOI:10.1002/ejoc.201301903

Reference yield:

(S)-methyl 1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate (1610617-21-4) → C35H34N2O3

Guidance literature:

Multi-step reaction with 3 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 5 h / 0 - 20 °C

2.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / -30 °C / Inert atmosphere

2.2: 0.5 h / -30 °C / Inert atmosphere

3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane / toluene / -78 - 20 °C

3.2: 0.25 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sec.-butyllithium; isopropylmagnesium chloride; potassium hexamethylsilazane; In tetrahydrofuran; cyclohexane; toluene;

DOI:10.1002/ejoc.201301903

upstream raw materials:

9-bromo-9-phenyl-9H-fluorene

L-proline methyl ester monohydrochloride

Downstream raw materials:

(S)-N-methoxy-N-methyl-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxamide

(S)-tert-butyl (2-{2-oxo-2-[1-(9-phenyl-9H-fluoren-9-yl)pyrrolidin-2-yl]ethyl}phenyl)carbamate

(S)-ethyl 2-{2-[1-(9-Phenyl-9H-fluoren-9-yl)pyrrolidin-2-yl]-1Hindol-3-yl}acetate