4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate

Base Information

Chemical Name:4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate
CAS No.:918334-60-8
Molecular Formula:C₄₂H₄₆O₉
Molecular Weight:694.822
Hs Code.:

Synonyms:4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate

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Chemical Property of 4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate

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Technology Process of 4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate

There total 5 articles about 4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate 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: 82.0%

: 233670-06-9
(S)-(+)-1,2-di-O-acetyl-3-butene-1,2-diol

: 799267-94-0
2,3,4,6-tetra-O-benzyl-1-deoxy-α-D-galactopyranosylethene

: 918334-60-8
4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 45 ℃; for 96h;
DOI:10.1021/ol062354m

Reference yield:

: 1-O-acetyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranode

: 918334-60-8
4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl iodide / CH₂Cl₂ / 1 h / 0 °C

2.1: tetrabutylammonium iodide / toluene / 0.08 h / 110 °C

2.2: tetrahydrofuran; toluene / 110 °C

3.1: 82 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 96 h / 45 °C

With trimethylsilyl iodide; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; toluene;
DOI:10.1021/ol062354m

Reference yield:

: 53008-62-1,53008-61-0
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl iodide

: 918334-60-8
4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3-E-butene-1,2(S)-di-O-acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrabutylammonium iodide / toluene / 0.08 h / 110 °C

1.2: tetrahydrofuran; toluene / 110 °C

2.1: 82 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 96 h / 45 °C

With tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; toluene;
DOI:10.1021/ol062354m