<1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid

Base Information

Chemical Name:<1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid
CAS No.:85873-62-7
Molecular Formula:C₂₃H₃₀O₅
Molecular Weight:386.488
Hs Code.:

Synonyms:<1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid

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Chemical Property of <1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid

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Technology Process of <1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid

There total 5 articles about <1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid 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:

: 87929-80-4,87983-21-9
(Z)-7-[(1S,2R,3S,4R)-3-((E)-(R)-3-Hydroxy-4-phenoxy-but-1-enyl)-7-oxa-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester

: 85873-62-7
<1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 23 ℃; Yield given;
DOI:10.1021/jm00168a032

Reference yield:

: 40665-68-7
dimethyl (3-phenoxy-2-oxopropyl)phosphonate

: 85873-62-7
<1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DME, 2.) 23 deg C

2: NaBH₄, CeCl₃ / methanol / 0 °C

3: aq. LiOH / tetrahydrofuran / 23 °C

With lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1021/jm00168a032

Reference yield:

: 104596-10-3
methyl (5Z)-7-(3-exo-(hydroxymethyl)-7-oxabicyclo<2.2.1>heptan-2-exo-yl)hept-5-enoate

: 85873-62-7
<1α,2α(Z),3α(E),4α>-7-<3-(3-hydroxy-4-phenoxy-1-butenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 0.52 g / pyridinium chlorochromate, Celite, NaOAc / CH₂Cl₂ / 1.75 h / 23 °C

2: 1.) NaH / 1.) DME, 2.) 23 deg C

3: NaBH₄, CeCl₃ / methanol / 0 °C

4: aq. LiOH / tetrahydrofuran / 23 °C

With lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; Celite; sodium acetate; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00168a032