di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

Base Information

Chemical Name:di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate
CAS No.:167640-41-7
Molecular Formula:C₂₈H₄₄O₅
Molecular Weight:460.654
Hs Code.:

Synonyms:di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

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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 di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

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Technology Process of di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

There total 1 articles about di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate 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: 35.0%

: 2216-51-5
(-)-menthol

: rac-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-bis(carbonyl chloride)

: di<(1'R,2'S,5'R)-menthyl> (2S,3S)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

: 167640-41-7
di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

Guidance literature:: With pyridine; In diethyl ether; at 0 ℃; for 3.5h;
DOI:10.1002/hlca.19940770802

Reference yield:

: 167640-41-7
di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

: 167640-42-8
di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>heptane-2-endo,3-exo-dicarboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In diethyl ether; at 0 - 20 ℃; Yield given;
DOI:10.1002/hlca.19940770802

Reference yield:

: 167640-41-7
di<(1'R,2'S,5'R)-menthyl> (2R,3R)-7-oxabicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

: (1'R,2'S,5'R)-menthyl (2R,3R)-3-exo-(hydroxymethyl)-7-oxabicyclo<2.2.1>heptane-2-endo-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / 10percent Pd/C / diethyl ether / 0 - 20 °C

2: 38 percent / MeSO₃H / 156 h / Heating

3: 32 percent / LiAlH₄ / diethyl ether / -50 - 20 °C

With lithium aluminium tetrahydride; methanesulfonic acid; hydrogen; palladium on activated charcoal; In diethyl ether;
DOI:10.1002/hlca.19940770802