(1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane

Base Information

Chemical Name:(1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane
CAS No.:202916-62-9
Molecular Formula:C₂₆H₃₈O₅
Molecular Weight:430.585
Hs Code.:

Synonyms:(1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane

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Chemical Property of (1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane

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Technology Process of (1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane

There total 7 articles about (1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane 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: 80.0%

: 202916-61-8
Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

: 202916-62-9
(1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;

Reference yield:

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

: 202916-62-9
(1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / p-TsOH / CH₂Cl₂ / 0.5 h / 0 °C

2: iBu₂AlH / CH₂Cl₂; hexane / 1 h / -78 °C

3: benzene / 3 h

4: 81 percent / pyridine / 0.75 h / 0 °C

5: 80 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; hexane; dichloromethane; benzene;

Reference yield:

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 202916-62-9
(1S,2R,3S,4R)-1α-benzoyloxy-3β-hydroxymethyl-2α-(2Z-octenyl)-4α-(2-tetrahydropyranyloxy)-cyclopentane

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / imidazole / dimethylformamide / 1 h / 0 °C

2: 92 percent / p-TsOH / CH₂Cl₂ / 0.5 h / 0 °C

3: iBu₂AlH / CH₂Cl₂; hexane / 1 h / -78 °C

4: benzene / 3 h

5: 81 percent / pyridine / 0.75 h / 0 °C

6: 80 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;