3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose

Base Information

• Chemical Name: 3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose
• CAS No.: 123765-16-2
• Molecular Formula: C₄₁H₄₀O₁₈
• Molecular Weight: 820.758
• Mol file: 123765-16-2.mol

Synonyms:3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose

Chemical Property of 3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose

There total 4 articles about 3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose 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: 50.0%

2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone (123765-15-1) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose (123765-16-2)

Guidance literature:

With molecular sieve; mercury dibromide; mercury(II) oxide; In dichloromethane; for 16h;

DOI:10.1016/0008-6215(89)84087-X

Reference yield:

6-O-trityl-D-galactono-1,4-lactone (920015-39-0) → 3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose (123765-16-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 3 h / Ambient temperature

2: 83 percent / BF₃*Et₂O / CH₂Cl₂; methanol / 3 h / Ambient temperature

3: 50 percent / molecular sieves / HgBr₂, HgO / CH₂Cl₂ / 16 h

With pyridine; molecular sieve; boron trifluoride diethyl etherate; mercury dibromide; mercury(II) oxide; In methanol; dichloromethane;

DOI:10.1016/0008-6215(89)84087-X

Reference yield:

2,3,5-tri-O-benzoyl-6-O-trityl-D-galactono-1,4-lactone (104826-50-8) → 3,4,6-tri-O-acetyl-1,2-O-<1(S)-(2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone-6-yloxy)ethylidene>-α-D-glucopyranose (123765-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / BF₃*Et₂O / CH₂Cl₂; methanol / 3 h / Ambient temperature

2: 50 percent / molecular sieves / HgBr₂, HgO / CH₂Cl₂ / 16 h

With molecular sieve; boron trifluoride diethyl etherate; mercury dibromide; mercury(II) oxide; In methanol; dichloromethane;

DOI:10.1016/0008-6215(89)84087-X

upstream raw materials:

2,3,5-tri-O-benzoyl-D-galactono-1,4-lactone

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

6-O-trityl-D-galactono-1,4-lactone

2,3,5-tri-O-benzoyl-6-O-trityl-D-galactono-1,4-lactone