2-[(1R,2R,3S,4S)-3-Benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-((Z)-propenyl)-cyclopentylmethyl]-[1,3]dioxolane

Base Information

Chemical Name:2-[(1R,2R,3S,4S)-3-Benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-((Z)-propenyl)-cyclopentylmethyl]-[1,3]dioxolane
CAS No.:500102-40-9
Molecular Formula:C₂₈H₃₆O₅
Molecular Weight:452.591
Hs Code.:

Synonyms:

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Chemical Property of 2-[(1R,2R,3S,4S)-3-Benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-((Z)-propenyl)-cyclopentylmethyl]-[1,3]dioxolane

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Technology Process of 2-[(1R,2R,3S,4S)-3-Benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-((Z)-propenyl)-cyclopentylmethyl]-[1,3]dioxolane

There total 8 articles about 2-[(1R,2R,3S,4S)-3-Benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-((Z)-propenyl)-cyclopentylmethyl]-[1,3]dioxolane 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:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 500102-40-9
2-[(1R,2R,3S,4S)-3-Benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-((Z)-propenyl)-cyclopentylmethyl]-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / CSA / 1,2-dichloro-ethane / Heating

2.1: TBAF / tetrahydrofuran

2.2: 87 percent / (COCl)2; Et₃N; DMSO / CH₂Cl₂

3.1: 88 percent / LiOH*H₂O; MS 4 Angstroem / tetrahydrofuran / 12 h / Heating

4.1: 90 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 - 20 °C

5.1: NaH / (nBu)4NI / tetrahydrofuran / 12 h / 20 °C

6.1: Et₃Al; Fe(acac)3; DMO / toluene / 3 h / 55 °C

6.2: PPTS / CH₂Cl₂ / 12 h / 20 °C

With lithium hydroxide; dimethadione; iron(III)-acetylacetonate; MS 4 Angstroem; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; triethylaluminum; sodium hydride; diisobutylaluminium hydride; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene; 2.2: Swern oxidation / 3.1: Horner-Emmons olefination, Bonadies conditions;
DOI:10.1016/S0040-4039(02)01662-3

Reference yield:

: 220944-25-2
(4R,5S)-4-methyl-5-phenyl-3-((2E,4E)-1-oxo-2,4-hexadienyl)-2-oxazolidinone

: 500102-40-9
2-[(1R,2R,3S,4S)-3-Benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-((Z)-propenyl)-cyclopentylmethyl]-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1.1: Bu₂BOTf; Et₃N / -78 °C

1.2: LiBH₄ / pH 7

1.3: H₂O₂ / H₂O

2.1: 80 percent / CSA / 1,2-dichloro-ethane / Heating

3.1: TBAF / tetrahydrofuran

3.2: 87 percent / (COCl)2; Et₃N; DMSO / CH₂Cl₂

4.1: 88 percent / LiOH*H₂O; MS 4 Angstroem / tetrahydrofuran / 12 h / Heating

5.1: 90 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 - 20 °C

6.1: NaH / (nBu)4NI / tetrahydrofuran / 12 h / 20 °C

7.1: Et₃Al; Fe(acac)3; DMO / toluene / 3 h / 55 °C

7.2: PPTS / CH₂Cl₂ / 12 h / 20 °C

With lithium hydroxide; dimethadione; iron(III)-acetylacetonate; MS 4 Angstroem; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; triethylaluminum; sodium hydride; diisobutylaluminium hydride; triethylamine; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene; 3.2: Swern oxidation / 4.1: Horner-Emmons olefination, Bonadies conditions;
DOI:10.1016/S0040-4039(02)01662-3

Reference yield:

: 500102-37-4
[(4S,5S)-5-((E)-Buta-1,3-dienyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetaldehyde

: 500102-40-9
2-[(1R,2R,3S,4S)-3-Benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-((Z)-propenyl)-cyclopentylmethyl]-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / LiOH*H₂O; MS 4 Angstroem / tetrahydrofuran / 12 h / Heating

2.1: 90 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 - 20 °C

3.1: NaH / (nBu)4NI / tetrahydrofuran / 12 h / 20 °C

4.1: Et₃Al; Fe(acac)3; DMO / toluene / 3 h / 55 °C

4.2: PPTS / CH₂Cl₂ / 12 h / 20 °C

With lithium hydroxide; dimethadione; iron(III)-acetylacetonate; MS 4 Angstroem; triethylaluminum; sodium hydride; diisobutylaluminium hydride; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; dichloromethane; toluene; 1.1: Horner-Emmons olefination, Bonadies conditions;
DOI:10.1016/S0040-4039(02)01662-3