(4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-1,3-dioxolane

Base Information

Chemical Name:(4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-1,3-dioxolane
CAS No.:651321-37-8
Molecular Formula:C₃₇H₄₈O₅
Molecular Weight:572.785
Hs Code.:

Synonyms:(4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-1,3-dioxolane

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Chemical Property of (4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-1,3-dioxolane

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Technology Process of (4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-1,3-dioxolane

There total 6 articles about (4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-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: 70.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 651321-36-7
(2R,3R,4R,5S)-3,4-bis(phenylmethyloxy)hexadec-15-ene-1,2,5-triol

: 651321-37-8
(4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-1,3-dioxolane

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at -20 - 10 ℃; for 1h;
DOI:10.1081/CAR-120026470

Reference yield:

: 88476-93-1
10-undecen-1-ylmagnesium bromide

: 651321-37-8
(4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 3 h / 20 °C

2: 86 percent / HCl / methanol / 3 h / 0 °C

3: 70 percent / p-TsOH / CH₂Cl₂ / 1 h / -20 - 10 °C

With hydrogenchloride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; 1: Grignard addition;
DOI:10.1081/CAR-120026470

Reference yield:

: 138535-75-8
2,3-di-O-benzyl-D-arabinose diethyl dithioacetal

: 651321-37-8
(4R)-4-[(1R,2R,3S)-1,2-bis(phenylmethyloxy)-3-hydroxy-13-tetradecen-1-yl]-2-phenyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / imidazole / dimethylformamide / 12 h / 20 °C

2: HgO; HgCl₂ / acetone; H₂O / 3 h / 60 °C

3: tetrahydrofuran / 3 h / 20 °C

4: 86 percent / HCl / methanol / 3 h / 0 °C

5: 70 percent / p-TsOH / CH₂Cl₂ / 1 h / -20 - 10 °C

With 1H-imidazole; hydrogenchloride; toluene-4-sulfonic acid; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 3: Grignard addition;
DOI:10.1081/CAR-120026470