(Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

Base Information

Chemical Name:(Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid
CAS No.:64282-79-7
Molecular Formula:C₃₂H₄₄O₈
Molecular Weight:556.697
Hs Code.:

Synonyms:(Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

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Chemical Property of (Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

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Technology Process of (Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

There total 7 articles about (Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic 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:

: 62989-31-5
(Z)-7-[(1R,2R,3R,5S)-5-Hydroxy-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

: 64282-79-7
(Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

Guidance literature:: With jones reagent; In acetone; at -20 ℃; for 0.0833333h;
DOI:10.1021/jm00143a018

Reference yield:

: 2065-23-8
methyl 2-phenoxyacetate

: 64282-79-7
(Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / -78 °C

2: 1.) NaH / 1.) THF, 90 min, 2.) THF, 30 min

3: 25 percent / lithium triethylborohydride / tetrahydrofuran / 0.5 h

4: potassium carbonate / methanol; tetrahydrofuran / 2.5 h

5: 95 percent / p-toluenesulfonic acid / CH₂Cl₂ / 0.5 h

6: 79 percent / diisobutylaluminum hydride / toluene; hexane / 0.33 h

7: 1.) sodium methylsulfinylcarbanide / 1.) Me₂SO, 2.) Me₂SO, 6 h

8: Jones reagent / acetone / 0.08 h / -20 °C

With jones reagent; sodium methylsulfinylcarbanide; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; toluene;
DOI:10.1021/jm00143a018

Reference yield:

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

: 64282-79-7
(Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) THF, 90 min, 2.) THF, 30 min

2: 25 percent / lithium triethylborohydride / tetrahydrofuran / 0.5 h

3: potassium carbonate / methanol; tetrahydrofuran / 2.5 h

4: 95 percent / p-toluenesulfonic acid / CH₂Cl₂ / 0.5 h

5: 79 percent / diisobutylaluminum hydride / toluene; hexane / 0.33 h

6: 1.) sodium methylsulfinylcarbanide / 1.) Me₂SO, 2.) Me₂SO, 6 h

7: Jones reagent / acetone / 0.08 h / -20 °C

With jones reagent; sodium methylsulfinylcarbanide; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; toluene;
DOI:10.1021/jm00143a018