(3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol

Base Information

• Chemical Name: (3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol
• CAS No.: 1321592-25-9
• Molecular Formula: C₄₀H₄₀O₁₁
• Molecular Weight: 696.751
• Mol file: 1321592-25-9.mol

Synonyms:(3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol

Chemical Property of (3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol

There total 4 articles about (3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol 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: 61.0%

3,4,6-tri-O-benzoyl-2-O-benzyl-α-D-galactopyranosyl chloride (1321592-23-7) + (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol (22323-82-6,36543-79-0) → (3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol (1321592-25-9) + (3,4,6-tri-O-benzoyl-2-O-benzyl-α-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol (1321592-24-8)

Guidance literature:

With silver trifluoromethanesulfonate; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -40 ℃; for 0.25h; Molecular sieve;

DOI:10.1016/j.carres.2011.04.045

Reference yield:

phenyl 3,4,6-tri-O-benzoyl-2-O-benzyl-1-thio-β-D-galactopyranoside (1321592-22-6) → (3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol (1321592-25-9) + (3,4,6-tri-O-benzoyl-2-O-benzyl-α-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol (1321592-24-8)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorine / tetrachloromethane; dichloromethane / 0.5 h / 0 °C

2: silver trifluoromethanesulfonate; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.25 h / -40 °C / Molecular sieve

With silver trifluoromethanesulfonate; chlorine; 2,4,6-tri-tert-butylpyrimidine; In tetrachloromethane; dichloromethane;

DOI:10.1016/j.carres.2011.04.045

Reference yield:

benzoyl chloride (98-88-4) → (3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol (1321592-25-9) + (3,4,6-tri-O-benzoyl-2-O-benzyl-α-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol (1321592-24-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; dmap / dichloromethane / 24 h / 20 °C

2: chlorine / tetrachloromethane; dichloromethane / 0.5 h / 0 °C

3: silver trifluoromethanesulfonate; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.25 h / -40 °C / Molecular sieve

With pyridine; dmap; silver trifluoromethanesulfonate; chlorine; 2,4,6-tri-tert-butylpyrimidine; In tetrachloromethane; dichloromethane;

DOI:10.1016/j.carres.2011.04.045

upstream raw materials:

phenyl 3,4,6-tri-O-benzoyl-2-O-benzyl-1-thio-β-D-galactopyranoside

3,4,6-tri-O-benzoyl-2-O-benzyl-α-D-galactopyranosyl chloride

(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

benzoyl chloride