O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate

Base Information

Chemical Name:O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate
CAS No.:945621-56-7
Molecular Formula:C₂₇H₃₃O₁₁P
Molecular Weight:564.526
Hs Code.:

Synonyms:O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate

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Chemical Property of O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate

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Technology Process of O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate

There total 7 articles about O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate 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: 37.0%

: 945621-50-1
O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid

: 100-39-0
benzyl bromide

: 945621-56-7
O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1080/07328300701351532

Reference yield:

: 40010-11-5,61277-64-3,65942-01-0,81371-52-0,93714-01-3,108644-64-0,133268-63-0,133268-64-1,143005-10-1,143005-11-2,81371-53-1
methyl 3-O-benzyl-β-D-galactopyranoside

: 945621-56-7
O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.35 g / pyridine / 20 °C

2: 97 percent / hydrogen / Pd/C / methanol / 2 h

3: tetrazole / CH₂Cl₂ / 20 °C

4: 84 percent / aq. HCl / dioxane; CH₂Cl₂

5: 37 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 24 h / 20 °C

With pyridine; 1H-tetrazole; hydrogenchloride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1080/07328300701351532

Reference yield:

: 81348-24-5
methyl 2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranoside

: 945621-56-7
O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / hydrogen / Pd/C / methanol / 2 h

2: tetrazole / CH₂Cl₂ / 20 °C

3: 84 percent / aq. HCl / dioxane; CH₂Cl₂

4: 37 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 24 h / 20 °C

With 1H-tetrazole; hydrogenchloride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1080/07328300701351532