2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate
• CAS No.: 142800-27-9
• Molecular Formula: C₃₆H₃₀Cl₃NO₉
• Molecular Weight: 726.995
• Mol file: 142800-27-9.mol

Synonyms:2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate

Chemical Property of 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate

There total 6 articles about 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate 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: 20.0%

trichloroacetonitrile (545-06-2) + 2,3,4-tri-O-benzoyl-6-O-benzylgalactopyranose → 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (142800-27-9) + C36H30Cl3NO9

Guidance literature:

With potassium carbonate; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/ja00112a007

Reference yield:

6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (35526-05-7) → 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (142800-27-9)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl / 100 °C

2: 92 percent / pyridine / CHCl₃ / 6 h / 0 °C

3: 41 percent / gaseous NH₃ / tetrahydrofuran; methanol / 48 h / Ambient temperature

4: 70 percent / K₂CO₃ / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; hydrogenchloride; ammonia; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; chloroform;

DOI:10.1021/ja00112a007

Reference yield:

6-O-benzyl-D-galactose (20675-63-2,127753-65-5,127753-66-6) → 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (142800-27-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / pyridine / CHCl₃ / 6 h / 0 °C

2: 41 percent / gaseous NH₃ / tetrahydrofuran; methanol / 48 h / Ambient temperature

3: 70 percent / K₂CO₃ / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; ammonia; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; chloroform;

DOI:10.1021/ja00112a007

upstream raw materials:

benzoyl chloride

6-O-benzyl-1,2-3,4-di-O-isopropylidene-D-galactopyranoside

trichloroacetonitrile

6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Downstream raw materials:

<(6-deoxy-2,3,4-tri-O-benzyl-α-L-galactopyranosyl)-(1->3)>-<(6-O-benzyl-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose

<(6-deoxy-2,3,4-tri-O-benzyl-α-L-galactopyranosyl)-(1->3)>-<(2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose