(2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine

Base Information

Chemical Name:(2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine
CAS No.:853092-42-9
Molecular Formula:C₃₃H₃₀INO₃
Molecular Weight:615.511
Hs Code.:

Synonyms:(2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine

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Chemical Property of (2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine

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Technology Process of (2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine

There total 5 articles about (2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine 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: 90.0%

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

: 853092-42-9
(2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine

Guidance literature:: With iodine; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether; at 20 ℃; for 36h;
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

: 853092-42-9
(2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 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

4: 90 percent / iodine; NaHCO₃ / tetrahydrofuran; diethyl ether / 36 h / 20 °C

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

Reference yield:

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

: 853092-42-9
(2R,3R,4R)-N-(9-phenylfluoren-9-yl)-3-acetoxy-4-iodo-2-(p-methoxybenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 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

3: 90 percent / iodine; NaHCO₃ / tetrahydrofuran; diethyl ether / 36 h / 20 °C

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