4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester

Base Information

• Chemical Name: 4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester
• CAS No.: 221690-35-3
• Molecular Formula: C₃₅H₃₅NO₄
• Molecular Weight: 533.667

Synonyms:4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester

Chemical Property of 4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester

Chemical Property:

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Technology Process of 4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester

There total 2 articles about 4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic 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: 93.0%

acetophenone (98-86-2) + tert-butyl (2S)-2-[(9-phenyl-9-fluorenyl)amino]-4-oxobutanoate (215182-76-6) → 4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester (221690-35-3)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1021/jo982181h

Reference yield:

N-(9-phenylfluoren-9-yl)-L-aspartic acid α-t-butyl β-methyl diester (120230-41-3) → 4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester (221690-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / DIBAL-H / toluene / 0.42 h / -78 °C

2: 93 percent / n-BuLi, diisopropylamine / tetrahydrofuran; hexane / -78 °C

With n-butyllithium; diisobutylaluminium hydride; diisopropylamine; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/jo982181h

Reference yield: 92.0%

4-hydroxy-6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hexanoic acid tert-butyl ester (221690-35-3) → 6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hex-4-enoic acid tert-butyl ester (221690-51-3)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; 1.) 0 deg C, 30 min, 2.) room temp.;

DOI:10.1021/jo982181h

upstream raw materials:

acetophenone

tert-butyl (2S)-2-[(9-phenyl-9-fluorenyl)amino]-4-oxobutanoate

N-(9-phenylfluoren-9-yl)-L-aspartic acid α-t-butyl β-methyl diester

Downstream raw materials:

6-oxo-6-phenyl-2-(9-phenyl-9H-fluoren-9-ylamino)-hex-4-enoic acid tert-butyl ester

(2S,6R)-tert-butyl 6-phenyl-2-piperidinecarboxylate

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