7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester

Base Information

Chemical Name:7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester
CAS No.:110456-28-5
Molecular Formula:C₃₂H₅₄O₈
Molecular Weight:566.776
Hs Code.:

7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester

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Chemical Property of 7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester

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Technology Process of 7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester

There total 4 articles about 7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester 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:

: 69170-69-0,88979-93-5
5-[(4aS,5R,6R,7aS)-6-(Tetrahydro-pyran-2-yloxy)-5-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-hexahydro-cyclopenta[c]pyran-(3E)-ylidene]-pentanoic acid methyl ester

: 110456-28-5
7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran; water; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(00)86021-9

Reference yield:

: 110456-26-3
(Z)-7-{(1R,2R,3R)-5-Methylene-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-hept-5-enoic acid methyl ester

: 110456-28-5
7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 9-BBN; 2) alkaline hydrogen peroxide / 1) THF, 0 deg C;

2: 2) DBU / 1) iodoetherification; 2) toluene, 50-60 deg C

3: AcOH / H₂O; tetrahydrofuran / Ambient temperature

With 9-borabicyclo[3.3.1]nonane dimer; alkaline hydrogen peroxide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water;
DOI:10.1016/S0040-4039(00)86021-9

Reference yield:

: 53232-40-9,53232-42-1,54073-61-9,54073-63-1,54984-20-2,63180-62-1,88931-49-1
(Z)-7-{(1R,2R,3R)-5-Oxo-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-hept-5-enoic acid methyl ester

: 110456-28-5
7-{(1S,2R,3R,5S)-5-Hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / Zn, TiCl₄

2: 1) 9-BBN; 2) alkaline hydrogen peroxide / 1) THF, 0 deg C;

3: 2) DBU / 1) iodoetherification; 2) toluene, 50-60 deg C

4: AcOH / H₂O; tetrahydrofuran / Ambient temperature

With 9-borabicyclo[3.3.1]nonane dimer; alkaline hydrogen peroxide; titanium tetrachloride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc; In tetrahydrofuran; water;
DOI:10.1016/S0040-4039(00)86021-9