(Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid

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Chemical Name:(Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid
CAS No.:85235-24-1
Molecular Formula:C₃₄H₅₄O₆Si
Molecular Weight:586.885
Hs Code.:

Synonyms:(Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid

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Chemical Property of (Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid

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Technology Process of (Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid

There total 1 articles about (Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-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:

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 85235-23-0
(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-hexahydro-cyclopenta[b]furan-2-ol

: 85235-25-2
(Z)-7-{(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid

: 85235-24-1
(Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid

Guidance literature:: With sodium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) HMPA, 70 deg C, 3 h, 2.) HMPA, THF, 10-15 deg C, 1.5 h;
DOI:10.1021/jm00360a003

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 85235-24-1
(Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid

: 85235-30-9
(Z)-7-[(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid tetrahydro-pyran-2-yl ester

Guidance literature:: With pyridine hydrochloride; In dichloromethane; at 25 ℃; for 48h;
DOI:10.1021/jm00360a003

Reference yield:

: 85235-24-1
(Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-[(E)-(S)-5-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-cyclopentyl}-hept-5-enoic acid

: 85280-91-7
17-phenyl-18,19,20-trinor-PGD₂

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine hydrochloride / CH₂Cl₂ / 48 h / 25 °C

2: KOH / methanol; H₂O / 20 h / 25 °C

3: Bu₄NF / tetrahydrofuran / 48 h / 25 °C

4: H₂CrO₄, H₂SO₄ / acetone / 1 h / -25 - -20 °C

5: AcOH / H₂O / 3.5 h / 35 °C

With potassium hydroxide; sulfuric acid; tetrabutyl ammonium fluoride; pyridine hydrochloride; chromic acid; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/jm00360a003