(2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester

Base Information

• Chemical Name: (2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester
• CAS No.: 173913-63-8
• Molecular Formula: C₃₃H₂₉NO₃
• Molecular Weight: 487.598
• Mol file: 173913-63-8.mol

Synonyms:(2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester

Chemical Property of (2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester

There total 2 articles about (2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl 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:

(2S)-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester (163594-14-7) + methyl iodide (74-88-4) → (2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester (173913-63-8)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hexamethylsilazane; Yield given. Multistep reaction; 1.) THF, -78 deg C, 1 h, 2.) 4.5 h;

DOI:10.1021/jo9514984

Reference yield:

(2S)-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester (163594-14-7) + methyl iodide (74-88-4) → (2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester (173913-63-8) + (2S,3S)-3-methyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester + (2S,3R)-3-methyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; Product distribution; regioselective enolization and alkylation with different alkyl halides;

DOI:10.1021/jo9514984

Reference yield: 38.0%

(2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester (173913-63-8) → (2S,4R)-3,3-dimethyl-4-hydroxy-N-(9-phenylfluoren-9-yl)proline benzyl ester (173913-64-9) + (2S,4S)-3,3-dimethyl-4-hydroxy-N-(9-phenylfluoren-9-yl)proline benzyl ester (173913-65-0)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 5.5h;

DOI:10.1021/jo9514984

upstream raw materials:

(2S)-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester

methyl iodide

Downstream raw materials:

(2S,4R)-3,3-dimethyl-4-hydroxy-N-(9-phenylfluoren-9-yl)proline benzyl ester

(2S,4S)-3,3-dimethyl-4-hydroxy-N-(9-phenylfluoren-9-yl)proline benzyl ester

1-(tert-butoxycarbonyl)-3,3-dimethyl-D,L-proline

(2S)-3,3-dimethyl-N-(9-phenylfluoren-9-yl)proline benzyl ester