(1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate

Base Information

Chemical Name:(1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate
CAS No.:121388-49-6
Molecular Formula:C₂₂H₂₉NO₃S
Molecular Weight:387.543
Hs Code.:

Synonyms:(1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate

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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 (1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate

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Technology Process of (1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate

There total 1 articles about (1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate 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: 84.0%

: 105802-71-9,105802-72-0,105880-26-0,105880-27-1,105880-28-2,105880-29-3,105880-30-6,105880-31-7,121467-52-5
(1R,2R,3S,4S)-3-(Pyridine-2-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

: 121388-49-6
(1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate

Guidance literature:: With titanium(III) chloride; In ethanol; for 0.166667h; Ambient temperature;
DOI:10.1055/s-1989-27191

Reference yield:

: 121388-49-6
(1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate

: 121388-52-1
(1'R,2'S,5'R)-Menthyl (1S,2R,3S,4S,5S,6S)-5,6-dihydroxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>heptane-2-carboxylate

Guidance literature:: With trimethylamine-N-oxide; osmium(VIII) oxide; In acetone; tert-butyl alcohol; for 12h; Yield given; Ambient temperature;
DOI:10.1055/s-1989-27191

Reference yield:

: 121388-49-6
(1'R,2'S,5'R)-Menthyl (1R,2R,3S,4S)-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate

: 121388-50-9
(1'R,2'S,5'R)-Menthyl (1S,2R,3S,4S,5S,6S)-5,6-O,O-isopropylidene-5,6-dihydroxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: Me₃NO*2H₂O / OsO₄ / acetone; 2-methyl-propan-2-ol / 12 h / Ambient temperature

2: TsOH*H₂O / acetone / 6 h / 65 °C

With trimethylamine-N-oxide; toluene-4-sulfonic acid; osmium(VIII) oxide; In acetone; tert-butyl alcohol;
DOI:10.1055/s-1989-27191