1S-<1α,2α,3α(E,3S^*,4R^*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde

Base Information

• Chemical Name: 1S-<1α,2α,3α(E,3S^*,4R^*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde
• CAS No.: 126451-84-1
• Molecular Formula: C₂₄H₃₂O₄
• Molecular Weight: 384.516

Synonyms:1S-<1α,2α,3α(E,3S^*,4R^*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde

Chemical Property of 1S-<1α,2α,3α(E,3S^*,4R^*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 1S-<1α,2α,3α(E,3S^*,4R^*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde

There total 2 articles about 1S-<1α,2α,3α(E,3S^*,4R^*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde 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:

5,6-Dihydroxy-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-heptanoic acid methyl ester (104101-47-5) → 1S-<1α,2α,3α(E,3S*,4R*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde (126451-84-1)

Guidance literature:

With sodium periodate; In methanol; water; at 25 ℃; for 2h;

DOI:10.1021/jm00168a032

Reference yield:

5,6-Dihydroxy-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-heptanoic acid → 1S-<1α,2α,3α(E,3S*,4R*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde (126451-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: sodium metaperiodate / methanol; H₂O / 2 h / 25 °C

With sodium periodate; In methanol; diethyl ether; water;

DOI:10.1021/jm00168a032

Reference yield: 43.0%

1S-<1α,2α,3α(E,3S*,4R*),4α>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>acetaldehyde (126451-84-1) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → (Z)-5-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-pent-3-enoic acid methyl ester + (E)-5-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-pent-3-enoic acid methyl ester (126451-92-1)

Guidance literature:

In methanol; at 25 ℃; for 5h;

DOI:10.1021/jm00168a032

upstream raw materials:

5,6-Dihydroxy-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-heptanoic acid methyl ester

Downstream raw materials:

5-((E)-6-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hex-4-enyl)-1H-tetrazole

(E)-5-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-pent-3-enoic acid methyl ester

<1S-<1α,2α(Z),3α(E,3S^*,4R^*),4α>>-7-<3-(3-hydroxy-4-phenyl-1-pentenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-4-heptenoic acid

<1S-<1α,2α(Z),3α(E,3S^*,4R^*),4α>>-<<4-<3-(3-hydroxy-4-phenyl-1-pentenyl)-7-oxabicyclo<2.2.1>hept-2-yl>-2-butenyl>oxy>acetic acid

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