[(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol

Base Information

Chemical Name:[(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol
CAS No.:206994-59-4
Molecular Formula:C₂₇H₂₉NO₄
Molecular Weight:431.532
Hs Code.:

Synonyms:[(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol

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Chemical Property of [(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol

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Technology Process of [(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol

There total 4 articles about [(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol 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: 97.0%

: 206994-57-2
(2S,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid methyl ester

: 206994-59-4
[(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol

Guidance literature:: With lithium borohydride; palladium on activated charcoal; In tetrahydrofuran; for 24h; Ambient temperature;
DOI:10.1021/jo980078m

Reference yield:

: 160882-77-9
(2S,3S)-3-hydroxy-4-oxo-N-(9'-phenylfluoren-9'-yl)pyrrolidine-2-carboxylic acid methyl ester

: 206994-59-4
[(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

2: 88 percent / Zn, Cp₂ZrCl₂ / tetrahydrofuran / 3 h / Ambient temperature

3: 1.) BH₃*SMe₂, 2.) NaOH, H₂O₂ / 1.) THF, room temperature, 3 h, 2.) 50 deg C, 1 h

4: 97 percent / LiBH₄ / Pd/C / tetrahydrofuran / 24 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; lithium borohydride; zirconocene dichloride; dimethylsulfide borane complex; dihydrogen peroxide; zinc; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo980078m

Reference yield:

: 206994-55-0
(2S,3R)-3-Methoxymethoxy-4-methylene-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidine-2-carboxylic acid methyl ester

: 206994-59-4
[(2R,3R,4S)-4-Hydroxymethyl-3-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-pyrrolidin-2-yl]-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) BH₃*SMe₂, 2.) NaOH, H₂O₂ / 1.) THF, room temperature, 3 h, 2.) 50 deg C, 1 h

2: 97 percent / LiBH₄ / Pd/C / tetrahydrofuran / 24 h / Ambient temperature

With sodium hydroxide; lithium borohydride; dimethylsulfide borane complex; dihydrogen peroxide; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/jo980078m