(S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:(S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[1,3]dioxolane
CAS No.:1054648-09-7
Molecular Formula:C₃₉H₅₀O₉
Molecular Weight:662.821
Hs Code.:

Synonyms:(S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[1,3]dioxolane

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Chemical Property of (S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[1,3]dioxolane

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Technology Process of (S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[1,3]dioxolane

There total 5 articles about (S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[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:

: 74-95-3
1,1-dibromomethane

: 845884-21-1
3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propionic acid (1R,2R,3R)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyl ester

: 1054648-09-7
(S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane; at 60 ℃; for 1h;
DOI:10.1021/jo040254t

Reference yield:

: 111192-54-2
3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propionic acid

: 1054648-09-7
(S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / DCC; 4-DMAP / CH₂Cl₂ / 18 h / 20 °C

2: TiCl₄; TMEDA; Zn / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo040254t

Reference yield:

: 2,3,5-tri-O-(4-methoxybenzyl)-D-lyxofuranoside

: 1054648-09-7
(S)-4-{3-[(1R,2R,3R)-2,3-Bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-but-3-enyl}-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiHMDS / tetrahydrofuran / 0.25 h / 0 - 20 °C

1.2: 80 percent / tetrahydrofuran / 1 h / 0 - 60 °C

2.1: 84 percent / DCC; 4-DMAP / CH₂Cl₂ / 18 h / 20 °C

3.1: TiCl₄; TMEDA; Zn / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo040254t