<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

Base Information

• Chemical Name: <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
• CAS No.: 104101-55-5
• Molecular Formula: C₂₃H₃₀O₅
• Molecular Weight: 386.488

Synonyms:<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

Chemical Property of <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

Chemical Property:

Purity/Quality:

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Technology Process of <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

There total 7 articles about <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 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:

{(Z)-4-[(1S,2R,3S,4R)-3-((E)-(3R,4S)-3-Hydroxy-4-phenyl-pent-1-enyl)-7-oxa-bicyclo[2.2.1]hept-2-yl]-but-2-enyloxy}-acetic acid tert-butyl ester (104101-54-4) → <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 (104101-55-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 25 ℃; for 96h; Yield given;

DOI:10.1021/jm00168a032

Reference yield:

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) → <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 (104101-55-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 43 percent / methanol / 5 h / 25 °C

2: 94 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 2 h / -78 °C

3: 67 percent / n-BuNHSO₄, 50percent aq. NaOH / tetrahydrofuran / 5 h / 25 °C

4: Amberlyst-15 resin / methanol / 18 h / 25 °C

5: 1 N aq. LiOH / tetrahydrofuran / 96 h / 25 °C

With lithium hydroxide; sodium hydroxide; amberlyst-15 resin; n-BuNHSO₄; diisobutylaluminium hydride; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm00168a032

Reference yield:

(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-en-1-ol (104153-89-1) → <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 (104101-55-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / n-BuNHSO₄, 50percent aq. NaOH / tetrahydrofuran / 5 h / 25 °C

2: Amberlyst-15 resin / methanol / 18 h / 25 °C

3: 1 N aq. LiOH / tetrahydrofuran / 96 h / 25 °C

With lithium hydroxide; sodium hydroxide; amberlyst-15 resin; n-BuNHSO₄; In tetrahydrofuran; methanol;

DOI:10.1021/jm00168a032

upstream raw materials:

{(Z)-4-[(1S,2R,3S,4R)-3-((E)-(3R,4S)-3-Hydroxy-4-phenyl-pent-1-enyl)-7-oxa-bicyclo[2.2.1]hept-2-yl]-but-2-enyloxy}-acetic acid tert-butyl ester

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

(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-en-1-ol

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

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