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

Base Information

Chemical Name:4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-O-palmitoyl-2(S)-O-stearoyl-3-E-butene
CAS No.:918334-62-0
Molecular Formula:C₇₂H₁₀₆O₉
Molecular Weight:1115.63
Hs Code.:

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

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

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

There total 9 articles about 4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-O-palmitoyl-2(S)-O-stearoyl-3-E-butene 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: 95.0%

: 918334-61-9
4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-O-palmitoyl-3-E-buten-2(S)-ol

: 57-11-4
stearic acid

: 918334-62-0
4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-O-palmitoyl-2(S)-O-stearoyl-3-E-butene

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ol062354m

Reference yield:

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

: 918334-62-0
4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-O-palmitoyl-2(S)-O-stearoyl-3-E-butene

Guidance literature:: Multi-step reaction with 6 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

4.1: NaOMe / CH₂Cl₂; methanol / 0.67 h / 20 °C

5.1: 33 mg / DMAP / CH₂Cl₂ / 12 h / 20 °C

6.1: 95 percent / DMAP / CH₂Cl₂ / 12 h / 20 °C

With dmap; trimethylsilyl iodide; sodium methylate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; 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

: 918334-62-0
4-C-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-O-palmitoyl-2(S)-O-stearoyl-3-E-butene

Guidance literature:: Multi-step reaction with 5 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

3.1: NaOMe / CH₂Cl₂; methanol / 0.67 h / 20 °C

4.1: 33 mg / DMAP / CH₂Cl₂ / 12 h / 20 °C

5.1: 95 percent / DMAP / CH₂Cl₂ / 12 h / 20 °C

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