(2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid

Base Information

Chemical Name:(2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid
CAS No.:126459-51-6
Molecular Formula:C₂₉H₂₉NO₃
Molecular Weight:439.554
Hs Code.:

Synonyms:(2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid

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Chemical Property of (2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid

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Technology Process of (2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid

There total 6 articles about (2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid 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: 96.0%

: 126459-50-5
(4R,5S,1'S)-3-(9-phenylfluoren-9-yl)-5-(1'-methyl-3'-pentynyl)oxazolidine-4-carboxylic acid

: 126459-51-6
(2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid

Guidance literature:: With sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1021/jo00298a025

Reference yield:

: 126459-40-3
(2S,3S,4S)-2-(N-(9-phenylfluoren-9-yl)amino)-3-hydroxy-4-methyl-6-octynol

: 126459-51-6
(2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1) TsOH / 2) SiO₂ / 1) THF, 24h

3: 94 percent / NaClO₂, NaH₂PO₄ / acetonitrile; 2-methyl-propan-2-ol; various solvent(s) / 0.08 h / 0 °C

4: 96 percent / NaCNBH₃, CF₃COOH / tetrahydrofuran / 0.33 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; silica gel; In tetrahydrofuran; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo00298a025

Reference yield:

: 126459-37-8
(4S,1'S,2'S)-2-oxo-3-(9-phenylfluoren-9-yl)-4-(1'-hydroxy-2'-methyl-4'-hexynyl)oxazolidine

: 126459-51-6
(2R,3S,4S)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / KOH / ethanol / 18 h / Heating

2: 1) TsOH / 2) SiO₂ / 1) THF, 24h

4: 94 percent / NaClO₂, NaH₂PO₄ / acetonitrile; 2-methyl-propan-2-ol; various solvent(s) / 0.08 h / 0 °C

5: 96 percent / NaCNBH₃, CF₃COOH / tetrahydrofuran / 0.33 h / 0 °C

With potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; silica gel; In tetrahydrofuran; ethanol; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo00298a025