(S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl ester
• CAS No.: 119595-99-2
• Molecular Formula: C₂₈H₂₇NO₃
• Molecular Weight: 425.527
• Mol file: 119595-99-2.mol

Synonyms:(S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl ester

Chemical Property of (S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl ester

There total 7 articles about (S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl 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: 84.0%

L-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))glutamate (119595-73-2) + dimethyl methane phosphonate (756-79-6) → (S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl ester (119595-99-2) + (S)-6-(Dimethoxy-phosphoryl)-5-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 2h; Product distribution; other solvent, reagent, effect of concentrations;

DOI:10.1021/jo9814602

Reference yield: 52.0%

L-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))glutamate (119595-73-2) → (S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl ester (119595-99-2) + (2S,4RS,8S)-di-tert-butyl 4-carbomethoxy-5-oxo-2,8-bisazelate (185121-26-0)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/jo00100a008

Reference yield:

L-glutamic acid 5-methyl ester (1499-55-4) → (S)-5-Oxo-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid tert-butyl ester (119595-99-2)

Guidance literature:

Multi-step reaction with 4 steps

1: CHCl₃ / 2 h / Heating

2: lead nitrate, Et₃N / CHCl₃ / 87 h / Ambient temperature

3: 75 percent / CH₂Cl₂ / 16 h / Ambient temperature

4: 1.) potassium hexamethyldisilazide (KHMDS), 2.) η⁶-benzene chromium tricarbonyl, 3.) I2

With lead(II) nitrate; iodine; potassium hexamethylsilazane; triethylamine; In dichloromethane; chloroform;

DOI:10.1021/jo00269a022

upstream raw materials:

L-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))glutamate

dimethyl methane phosphonate

L-glutamic acid 5-methyl ester

L-N-(9-(9-phenylfluorenyl))glutamic acid γ-methylester