(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene

Base Information

Chemical Name:(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene
CAS No.:853092-40-7
Molecular Formula:C₃₃H₃₁NO₃
Molecular Weight:489.614
Hs Code.:

Synonyms:(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene

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Chemical Property of (3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene

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Technology Process of (3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene

There total 4 articles about (3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene 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: 98.0%

: 853092-36-1
(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-hydroxy-5-(p-methoxyphenyl)-1-pentene

: 108-24-7
acetic anhydride

: 853092-40-7
(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo050079w

Reference yield:

: 853092-38-3
(4R)-5-(p-methoxyphenyl)-4-(N-9-phenylfluoren-9-yl)aminopent-1-en-3-one

: 853092-40-7
(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / (S)-binaphtol-modified lithium aluminium hydride reagent / tetrahydrofuran / 1 h / -78 °C

2: 98 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

With dmap; (S)-binaphtol-modified lithium aluminium hydride reagent; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo050079w

Reference yield:

: 853092-57-6
5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol

: 853092-40-7
(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2: 89 percent / (S)-binaphtol-modified lithium aluminium hydride reagent / tetrahydrofuran / 1 h / -78 °C

3: 98 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

With dmap; oxalyl dichloride; (S)-binaphtol-modified lithium aluminium hydride reagent; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Swern oxidation;
DOI:10.1021/jo050079w