(+/-)-6,7-epoxy-8-hydroxygeranyl benzoate

Base Information

Chemical Name:(+/-)-6,7-epoxy-8-hydroxygeranyl benzoate
CAS No.:116078-03-6
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:

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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 (+/-)-6,7-epoxy-8-hydroxygeranyl benzoate

Chemical Property:

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Technology Process of (+/-)-6,7-epoxy-8-hydroxygeranyl benzoate

There total 2 articles about (+/-)-6,7-epoxy-8-hydroxygeranyl benzoate 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:

: 88218-65-9
(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dien-1-yl benzoate

: 116078-03-6
(+/-)-6,7-epoxy-8-hydroxygeranyl benzoate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1.) 0 deg C, 0.5 h, 2.) RT, 2 h;
DOI:10.1021/jo00256a007

Reference yield:

: 94-48-4
(E)-geranyl benzoate

: 116078-03-6
(+/-)-6,7-epoxy-8-hydroxygeranyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

2: m-chloroperoxybenzoic acid / CH₂Cl₂ / 1.) 0 deg C, 0.5 h, 2.) RT, 2 h

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo00256a007

Reference yield:

: 116078-03-6
(+/-)-6,7-epoxy-8-hydroxygeranyl benzoate

: 116078-12-7
(5aα,6α,7β,9aβ)-6-<(benzyloxy)methyl>-4,5,5a,6,7,8,9,9a-octahydro-6,9a-dimethylnaphtho<1,2-b>furan-7-ol (S)-O-methylmandelate ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH, 2.) n-Bu₄NI / 1.) THF, RT, 20 min, 2.) THF, RT, 5 h

2: 99 percent / CH₃ONa, n-Bu₄NI / methanol / 12 h / Ambient temperature

3: 1.) n-BuLi, hexamethylphosphoramide (HMPA), 2.) pTsCl, LiCl / 1.) ether, hexane, 0 deg C, 10 min, 2.) a) 0 deg C, 1 h, b) RT, 2 h

4: 79 percent / Li₂CuCl₄ / tetrahydrofuran / 0.5 h

5: 72 percent / BF₃*OEt₂, Et₃N / CH₂Cl₂; benzene; hexane / 0.75 h / -78 °C

6: 1,3-dicyclohexylcarbodiimide, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; dilithium tetrachlorocuprate; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; p-toluenesulfonyl chloride; dicyclohexyl-carbodiimide; lithium chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene;
DOI:10.1021/jo00256a007