O-(2,4,6-Tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)trichloracetamidat

Base Information

• Chemical Name: O-(2,4,6-Tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)trichloracetamidat
• CAS No.: 141020-22-6
• Molecular Formula: C₂₉H₂₄Cl₃NO₈
• Molecular Weight: 620.87
• Mol file: 141020-22-6.mol

Synonyms:

Chemical Property of O-(2,4,6-Tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)trichloracetamidat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2,4,6-Tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)trichloracetamidat

There total 9 articles about O-(2,4,6-Tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)trichloracetamidat 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:

Methyl-2,4,6-tri-O-acetyl-3-desoxy-α-D-xylo-hexopyranosid (55726-57-3) → O-(2,4,6-Tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)trichloracetamidat (141020-22-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 0.1 N methanolic NaOMe / methanol / 2 h

2: pyridine / 3 h / Ambient temperature

3: 64 percent / trifluoroacetic acid / 4 h / 60 °C

4: 2-aminoethanol / tetrahydrofuran / 8 h / Ambient temperature

5: 1,5-diazabicyclo<5.4.0>undec-5-ene / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; sodium methylate; ethanolamine; trifluoroacetic acid; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

Methyl-2,4,6-tri-O-benzoyl-3-desoxy-α-D-xylo-hexopyranosid (129185-20-2) → O-(2,4,6-Tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)trichloracetamidat (141020-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / trifluoroacetic acid / 4 h / 60 °C

2: 2-aminoethanol / tetrahydrofuran / 8 h / Ambient temperature

3: 1,5-diazabicyclo<5.4.0>undec-5-ene / CH₂Cl₂ / 2 h / Ambient temperature

With ethanolamine; trifluoroacetic acid; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrahydrofuran; dichloromethane;

Reference yield:

((2R,3R,4S,5R,6S)-5-acetoxy-3,4-dihydroxy-6-methoxytetrahydro-2H-pyran-2-yl)methyl acetate (116187-86-1) → O-(2,4,6-Tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)trichloracetamidat (141020-22-6)

Guidance literature:

Multi-step reaction with 9 steps

1: p-toluenesulfonic acid / benzene / 2 h / Ambient temperature

2: 80 percent aq. acetic acid / 0.17 h

3: 91 percent / pyridine / CH₂Cl₂ / 14 h / Ambient temperature

4: 75 percent / Bu3SnH, α,α'-azoisobutyronitrile / toluene / 1 h / 80 °C

5: 0.1 N methanolic NaOMe / methanol / 2 h

6: pyridine / 3 h / Ambient temperature

7: 64 percent / trifluoroacetic acid / 4 h / 60 °C

8: 2-aminoethanol / tetrahydrofuran / 8 h / Ambient temperature

9: 1,5-diazabicyclo<5.4.0>undec-5-ene / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium methylate; toluene-4-sulfonic acid; ethanolamine; acetic acid; trifluoroacetic acid; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;

upstream raw materials:

C₂₇H₂₄O₈

trichloroacetonitrile

Methyl-2,4,6-tri-O-acetyl-3-desoxy-α-D-xylo-hexopyranosid

Methyl-2,4,6-tri-O-benzoyl-3-desoxy-α-D-xylo-hexopyranosid

Downstream raw materials:

Benzyl-O-(2,4,6-tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)-(1->3)-2-acetamido-4,6-O-benzyliden-2-desoxy-α-D-galactopyranosid

Benzyl-O-(2,4,6-tri-O-benzoyl-3-desoxy-α-D-xylo-hexopyranosyl)-(1->3)-2-acetamido-4,6-O-benzyliden-2-desoxy-α-D-galactopyranosid

Benzyl-O-(3-desoxy-β-D-xylo-hexopyranosyl)-(1->3)-2-acetamido-2-desoxy-α-D-galactopyranosid

Benzyl-O-(2,4,6-tri-O-benzoyl-3-desoxy-β-D-xylo-hexopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-desoxy-α-D-galactopyranosid