(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

Base Information

Chemical Name:(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
CAS No.:121388-50-9
Molecular Formula:C₂₅H₃₅NO₅S
Molecular Weight:461.623
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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:

: 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

Reference yield:

: 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

: 121388-50-9
(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 3 steps

1: 84 percent / 25percent aq. TiCl₃ / ethanol / 0.17 h / Ambient temperature

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

3: TsOH*H₂O / acetone / 6 h / 65 °C

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