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

Base Information

Chemical Name:(2S,3R,4R,6Z)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octenoic acid
CAS No.:126576-07-6
Molecular Formula:C₂₉H₃₁NO₃
Molecular Weight:441.57
Hs Code.:

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

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

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

There total 7 articles about (2S,3R,4R,6Z)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octenoic 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: 68.0%

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

: 126576-07-6
(2S,3R,4R,6Z)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octenoic acid

Guidance literature:: With hydrogen; Lindlar's catalyst; In methanol; for 24h;
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

: 126576-07-6
(2S,3R,4R,6Z)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octenoic acid

Guidance literature:: Multi-step reaction with 5 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

5: 68 percent / H₂ / Lindlar's catalyst / methanol / 24 h

With sodium chlorite; sodium dihydrogenphosphate; hydrogen; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; Lindlar's catalyst; silica gel; In tetrahydrofuran; methanol; 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

: 126576-07-6
(2S,3R,4R,6Z)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octenoic acid

Guidance literature:: Multi-step reaction with 6 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

6: 68 percent / H₂ / Lindlar's catalyst / methanol / 24 h

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