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

Base Information

Chemical Name:(1R,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol
CAS No.:90129-51-4
Molecular Formula:C₁₆H₂₂OSe
Molecular Weight:309.31
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 2 articles about (1R,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:

Reference yield: 78.5%

: 76339-71-4
(2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone

: 90129-51-4
(1R,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

: 90056-25-0
(1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.0833333h;
DOI:10.1248/cpb.39.2514

Reference yield:

: 1666-13-3
diphenyl diselenide

: 90129-51-4
(1R,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

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: 19.7 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

Reference yield:

: 90129-51-4
(1R,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

: 90129-47-8
(4S,5R)-4-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

Guidance literature:: Multi-step reaction with 8 steps

1: PPTS / CH₂Cl₂ / 16 h / Ambient temperature

2: pyridine, 15percent H₂O₂ / CH₂Cl₂ / 1.5 h / Ambient temperature

3: pyridine / CCl₄ / 0.5 h / Heating

4: 96 percent / PPTS / ethanol / 2 h / 65 °C

5: 79 percent / N-bromosuccinimide / acetonitrile / 3 h / 0 °C

6: 87 percent / 80percent MCPBA / CH₂Cl₂ / 36 h / 0 °C

7: 83 percent / Zn(Cu), ammonium chloride / ethanol; H₂O / 3 h / Heating

8: 74.5 percent / Jones reagent / acetone / 0.25 h / 0 °C

With pyridine; N-Bromosuccinimide; jones reagent; zinc copper; ammonium chloride; dihydrogen peroxide; pyridinium p-toluenesulfonate; 3-chloro-benzenecarboperoxoic acid; In tetrachloromethane; ethanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/jo00218a026