(1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane

Base Information

Chemical Name:(1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane
CAS No.:138945-37-6
Molecular Formula:C₁₆H₂₂O₂Se
Molecular Weight:325.309
Hs Code.:

Synonyms:(1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane

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Chemical Property of (1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane

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Technology Process of (1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane

There total 6 articles about (1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane 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: 69.0%

: 138944-98-6,138945-36-5
(1R,3S,4S,5S,6S,9R)-4,9-dimethyl-5-phenylseleno-3-(tetrahydropyran-2-yloxy)-7-oxabicyclo<4.3.0>nonane and (1R,3S,4S,5S,6S,9S)-4,9-dimethyl-5-phenylseleneo-3-(tetrahydropyran-2-yloxy)-7-oxabicyclo<4.3.0>nonane

: 138945-37-6
(1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane

: 138945-54-7
(1R,3S,4S,5S,6S,9S)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane

Guidance literature:: With sulfuric acid; In acetone; at 50 ℃; for 72h;
DOI:10.1248/cpb.39.2514

Reference yield:

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

: 138945-37-6
(1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane

Guidance literature:: Multi-step reaction with 5 steps

1: 78.5 percent / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

2: 1.02 g / pyridinium p-toluenesulfonate / CH₂Cl₂ / 7 h / Ambient temperature

3: 1) borane-THF complex, 2) 35percent H₂O₂, 3N KOH / 1) THF, -65 deg C, 2) 65 deg C, 15 h

4: 60 percent / ethyl acetate / 3 h / -65 °C

5: 30 percent / 10percent H₂SO₄ / acetone / 72 h / 50 °C

With potassium hydroxide; lithium aluminium tetrahydride; borane-THF; sulfuric acid; dihydrogen peroxide; pyridinium p-toluenesulfonate; In diethyl ether; dichloromethane; ethyl acetate; acetone;
DOI:10.1248/cpb.39.2514

Reference yield:

: 97691-00-4
(1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol tetrahydropyranyl ether

: 138945-37-6
(1R,3S,4S,5S,6S,9R)-3-hydroxy-4,9-dimethyl-5-phenylseleno-7-oxabicyclo<4.3.0>nonane

Guidance literature:: Multi-step reaction with 3 steps

1: 1) borane-THF complex, 2) 35percent H₂O₂, 3N KOH / 1) THF, -65 deg C, 2) 65 deg C, 15 h

2: 60 percent / ethyl acetate / 3 h / -65 °C

3: 30 percent / 10percent H₂SO₄ / acetone / 72 h / 50 °C

With potassium hydroxide; borane-THF; sulfuric acid; dihydrogen peroxide; In ethyl acetate; acetone;
DOI:10.1248/cpb.39.2514