4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester

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Chemical Name:4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester
CAS No.:175236-17-6
Molecular Formula:C₂₂H₂₃NO₇
Molecular Weight:413.427
Hs Code.:

Synonyms:4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester

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Chemical Property of 4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester

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Technology Process of 4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester

There total 5 articles about 4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester 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: 82.0%

: 175236-16-5
(S)-3-((S)-1-Hydroxy-3-methyl-butyl)-8-methoxy-isochroman-1-one

: 62-23-7
4-nitro-benzoic acid

: 175236-17-6
4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; for 2h; Ambient temperature;
DOI:10.1021/jo951999p

Reference yield:

: 103335-72-4
trans-1-Bromo-5-methylhex-2-ene

: 175236-17-6
4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) s-BuLi, TMEDA, 2.) CuCN, LiCl / 1) THF, cyclohexane, heptane, -78 deg C, 30 min; 2) THF, cyclohexane, heptane, -78 deg C, 45 min; 3) THF, cyclohexane, heptane, rt, 4 h

2: 87 percent / DHQ-PHN, K₂OsO₂(OH)4, K₃Fe(CN)6, K₂CO₃ / H₂O; 2-methyl-propan-2-ol / 0 °C

3: 80 percent / aq. NaOH / ethanol / 36 h / Heating

4: 82 percent / PPh₃, DEAD / toluene / 2 h / Ambient temperature

With sodium hydroxide; DHQ-PHN; potassium dioxotetrahydroxoosmate(VI); N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; potassium carbonate; triphenylphosphine; lithium chloride; potassium hexacyanoferrate(III); diethylazodicarboxylate; In ethanol; water; toluene; tert-butyl alcohol;
DOI:10.1021/jo951999p

Reference yield:

: 51674-10-3
N,N-diethyl-2-methoxybenzamide

: 175236-17-6
4-Nitro-benzoic acid (R)-1-((S)-8-methoxy-1-oxo-isochroman-3-yl)-3-methyl-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) s-BuLi, TMEDA, 2.) CuCN, LiCl / 1) THF, cyclohexane, heptane, -78 deg C, 30 min; 2) THF, cyclohexane, heptane, -78 deg C, 45 min; 3) THF, cyclohexane, heptane, rt, 4 h

2: 87 percent / DHQ-PHN, K₂OsO₂(OH)4, K₃Fe(CN)6, K₂CO₃ / H₂O; 2-methyl-propan-2-ol / 0 °C

3: 80 percent / aq. NaOH / ethanol / 36 h / Heating

4: 82 percent / PPh₃, DEAD / toluene / 2 h / Ambient temperature

With sodium hydroxide; DHQ-PHN; potassium dioxotetrahydroxoosmate(VI); N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; potassium carbonate; triphenylphosphine; lithium chloride; potassium hexacyanoferrate(III); diethylazodicarboxylate; In ethanol; water; toluene; tert-butyl alcohol;
DOI:10.1021/jo951999p