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

Base Information

• Chemical Name: 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl trichloroacetimidate
• CAS No.: 616861-60-0
• Molecular Formula: C₃₆H₃₄Cl₃NO₇
• Molecular Weight: 699.027
• Mol file: 616861-60-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about 2-O-benzoyl-3,4,6-tri-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: 59.0%

2-O-benzoyl-3,4,6-tri-O-benzyl-D-galactopyranose (148926-02-7) + trichloroacetonitrile (545-06-2) → 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (616861-60-0) + 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl trichloroacetimidate (616861-61-1)

Guidance literature:

With sodium; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1139/v04-059

Reference yield:

allyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside (162466-65-1) → 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (616861-60-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / pyridine / 1 h / 20 °C

2: 42 percent / AcOH; sodium acetate trihydrate; H₂O / PdCl₂ / 20 °C

3: 11 percent / Na / CH₂Cl₂ / 1 h / 20 °C

With pyridine; water; sodium acetate; sodium; acetic acid; palladium dichloride; In dichloromethane;

DOI:10.1139/v04-059

Reference yield:

allyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside (616861-58-6) → 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (616861-60-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / NaOMe / methanol / 7 h

2: 98 percent / pyridine / 1 h / 20 °C

3: 42 percent / AcOH; sodium acetate trihydrate; H₂O / PdCl₂ / 20 °C

4: 11 percent / Na / CH₂Cl₂ / 1 h / 20 °C

With pyridine; water; sodium methylate; sodium acetate; sodium; acetic acid; palladium dichloride; In methanol; dichloromethane;

DOI:10.1139/v04-059

upstream raw materials:

2-O-benzoyl-3,4,6-tri-O-benzyl-D-galactopyranose

trichloroacetonitrile

benzyl bromide

benzoyl chloride

Downstream raw materials:

methyl (3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->2)-(allyl 3,4-di-O-methoxymethyl-β-D-glucopyranosid)uronate

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

methyl (2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->2)-(allyl 3,4-di-O-methoxymethyl-β-D-glucopyranosid)uronate