(1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane

Base Information

Chemical Name:(1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane
CAS No.:710313-34-1
Molecular Formula:C₁₇H₂₂O₂
Molecular Weight:258.36
Hs Code.:

Synonyms:(1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane

Suppliers and Price of (1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane

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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 (1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane

There total 10 articles about (1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane 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: 68.0%

: 100-39-0
benzyl bromide

: 90056-27-2
(1S,2S,3S,4R,5R)-3,4-epoxy-2-methyl-5-(1-methylethenyl)cyclohexenol

: 710313-34-1
(1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.tetlet.2004.03.103

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 710313-34-1
(1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / H₂O₂; NaOH / methanol; H₂O

2: 70 percent / (PhSe)2; N-acetylcysteine; NaOH / methanol

3: PPTS / benzene / Heating

4: NaH / tetrahydrofuran / 0 °C

5: TsOH / acetone

6: methanol

7: n-BuLi / tetrahydrofuran / -78 - 20 °C

8: 84 percent / TBAF / tetrahydrofuran / Heating

9: 89 percent / t-BuO₂H / V(acac)2

10: 68 percent / NaH; TBAI / tetrahydrofuran / 0 °C

With tert.-butylhydroperoxide; sodium hydroxide; n-butyllithium; N-Acetylcysteine; diphenyl diselenide; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; vanadium(IV) bis(2,4-pentanedionate); In tetrahydrofuran; methanol; water; acetone; benzene;
DOI:10.1016/j.tetlet.2004.03.103

Reference yield:

: 97805-15-7
(1S,2R,5S)-2-methyl-5-(1-methylethenyl)-3-cyclohexen-1-ol

: 710313-34-1
(1S,2S,3S,5R,6R)-3-Benzyloxy-5-isopropenyl-2-methyl-7-oxa-bicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / t-BuO₂H / V(acac)2

2: 68 percent / NaH; TBAI / tetrahydrofuran / 0 °C

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; sodium hydride; vanadium(IV) bis(2,4-pentanedionate); In tetrahydrofuran;
DOI:10.1016/j.tetlet.2004.03.103