1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-sn-glycerol

Base Information

• Chemical Name: 1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-sn-glycerol
• CAS No.: 428863-01-8
• Molecular Formula: C₃₁H₃₄Cl₄O₁₂
• Molecular Weight: 740.416
• Mol file: 428863-01-8.mol

Synonyms:1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-sn-glycerol

Chemical Property of 1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-sn-glycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-sn-glycerol

There total 4 articles about 1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-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: 81.0%

Chloroacetic anhydride (541-88-8) + 1,2-di-O-benzyl-3-O-(β-D-galactopyranosyl)-sn-glycerol (428863-00-7) → 1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-sn-glycerol (428863-01-8)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h;

DOI:10.1016/S0009-3084(01)00202-X

Reference yield:

(2R)-1,2-di-O-benzyl-3-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-galactopyranosyl)glycerol (55955-33-4) → 1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-sn-glycerol (428863-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaOMe; MeOH / 20 °C / pH 8 - 9

2: 81 percent / NaHCO₃ / dimethylformamide / 3.5 h / 20 °C

With methanol; sodium methylate; sodium hydrogencarbonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0009-3084(01)00202-X

Reference yield:

(2S)-2,3-bis(benzyloxy)propanol (20196-71-8) → 1,2-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-chloroacetyl-β-D-galactopyranosyl)-sn-glycerol (428863-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / HgBr₂; Hg(CN)2 / acetonitrile / 20 °C

2: 95 percent / NaOMe; MeOH / 20 °C / pH 8 - 9

3: 81 percent / NaHCO₃ / dimethylformamide / 3.5 h / 20 °C

With methanol; sodium methylate; mercury(II) cyanide; sodium hydrogencarbonate; mercury dibromide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0009-3084(01)00202-X

upstream raw materials:

Chloroacetic anhydride

1,2-di-O-benzyl-3-O-(β-D-galactopyranosyl)-sn-glycerol

(2R)-1,2-di-O-benzyl-3-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-galactopyranosyl)glycerol

(2S)-2,3-bis(benzyloxy)propanol