1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane

Base Information

Chemical Name:1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane
CAS No.:800393-91-3
Molecular Formula:C₃₁H₃₄O₇
Molecular Weight:518.607
Hs Code.:

Synonyms:1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane

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Chemical Property of 1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane

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Technology Process of 1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane

There total 4 articles about 1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane 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: 76.0%

: 108-24-7
acetic anhydride

: 800393-89-9
C-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)acetaldehyde

: 800393-91-3
1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane

Guidance literature:: C-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)acetaldehyde; With sodium methylate; In methanol; at 20 ℃;

With sodium tetrahydroborate; In methanol; for 0.5h;

acetic anhydride; In pyridine;
DOI:10.1016/j.carres.2004.08.008

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 800393-91-3
1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaOMe / methanol / 4 h / 20 °C

1.2: 74 percent / p-TsOH / acetonitrile / 20 °C

2.1: 71 percent / NaH / dimethylformamide

3.1: O₃ / CH₂Cl₂ / 1 h / -72 °C

3.2: 92 percent / Me₂S / 20 °C

4.1: NaOMe / methanol / 20 °C

4.2: NaBH₄ / methanol / 0.5 h

4.3: 76 percent / pyridine

With sodium methylate; sodium hydride; ozone; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.008

Reference yield:

: 800393-83-3
3-C-(4,6-O-benzylidene-α-D-galactopyranosyl)propene

: 800393-91-3
1-acetoxy-2-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)ethane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 71 percent / NaH / dimethylformamide

2.1: O₃ / CH₂Cl₂ / 1 h / -72 °C

2.2: 92 percent / Me₂S / 20 °C

3.1: NaOMe / methanol / 20 °C

3.2: NaBH₄ / methanol / 0.5 h

3.3: 76 percent / pyridine

With sodium methylate; sodium hydride; ozone; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.008