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(1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

Base Information
  • Chemical Name:(1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol
  • CAS No.:90056-25-0
  • Molecular Formula:C16H22OSe
  • Molecular Weight:309.31
  • Hs Code.:
(1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

Synonyms:(1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

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Chemical Property of (1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol
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Technology Process of (1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

There total 2 articles about (1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol 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:
Guidance literature:
Multi-step reaction with 2 steps
1: 1) NaBH4, acetic acid / 1) EtOH, 0 deg C, 1 h, 2) EtOH, 3 h
2: 78.5 percent / LiAlH4 / diethyl ether / 0.08 h / 0 °C
With sodium tetrahydroborate; lithium aluminium tetrahydride; acetic acid; In diethyl ether;
DOI:10.1248/cpb.39.2514
Guidance literature:
Multi-step reaction with 13 steps
1: 1.02 g / pyridinium p-toluenesulfonate / CH2Cl2 / 7 h / Ambient temperature
2: 1) borane-THF complex, 2) 35percent H2O2, 3N KOH / 1) THF, -65 deg C, 2) 65 deg C, 15 h
3: 60 percent / ethyl acetate / 3 h / -65 °C
4: 30 percent / 10percent H2SO4 / acetone / 72 h / 50 °C
5: 70 percent / W2-Raney nickel / acetone / 7 h / Ambient temperature
6: 89 percent / Jones reagent / acetone / 0.08 h / 0 °C
7: 1) lithium diisopropylamide (from diisopropylamine and n-butyllithium hexane solution at 0 deg C) / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 2 h
8: 1a) O3, NaHCO3, 1b) methylsulfide / 1a) aq. CH2Cl2, MeOH, -78 deg C, 30 min, 1b) r.t., 1 h, 2) ether
9: 1) piperidine, molecular sieves 3 Angstroem / 1) benzene, r.t., 26 h, 2) THF, -110 deg C, 1 h
10: 28 percent / 80percent m-chloroperbenzoic acid / CH2Cl2 / 0.33 h / -78 °C
11: 1) 0.5 M 9-borabicyclo<3.3.1>nonane, 2) 2 N NaOH, 35percent H2O2 / 1) THF, r.t., 2 h, 2) 3h
12: 97 percent / imidazole / tetrahydrofuran / 10 h / Ambient temperature
13: 1) lithium diisopropylamide (from diisopropylamine and n-butyllithium hexane solution at -78 deg C), 2) hexamethylphophoric triamide / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C, 20 min
With piperidine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; jones reagent; borane-THF; methylthiol; 3 A molecular sieve; sulfuric acid; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; ozone; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; W2-Raney Nickel; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone;
DOI:10.1248/cpb.39.2514
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