methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside
• CAS No.: 132895-16-0
• Molecular Formula: C₃₃H₄₀O₁₃
• Molecular Weight: 644.673
• Mol file: 132895-16-0.mol

Synonyms:methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside

Chemical Property of methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside

There total 3 articles about methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside 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: 68.0%

methyl 3,6-anhydro-2-O-benzyl-α-D-galactopyranoside (116731-08-9) + 2,3,6-tri-O-acetyl-4-O-benzyl-α-D-galactopyranosyl bromide (105265-52-9) → methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside (132895-16-0)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; In benzene; at 60 ℃;

DOI:10.1016/0008-6215(90)80087-J

Reference yield:

benzyl bromide (100-39-0) → methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside (132895-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) barium oxide, barium hydroxide hydrate / 1) DMF, 0 deg C, 30 min, 2) DMF, 4 deg C, 48 h

2: 68 percent / mercury cyanide, 4 Angstroem molecular sieve / benzene / 60 °C

With barium hydroxide monohydrate; 4 A molecular sieve; mercury(II) cyanide; barium(II) oxide; In benzene;

DOI:10.1016/0008-6215(90)80087-J

Reference yield:

1,2,3,6-tetra-O-acetyl-4-O-benzyl-α-D-galactopyranose (99202-63-8) → methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside (132895-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: TiBr₄ / ethyl acetate; CH₂Cl₂ / 8 h / Ambient temperature

2: 68 percent / mercury cyanide, 4 Angstroem molecular sieve / benzene / 60 °C

With 4 A molecular sieve; mercury(II) cyanide; titanium(IV) bromide; In dichloromethane; ethyl acetate; benzene;

DOI:10.1016/0008-6215(90)80087-J

upstream raw materials:

methyl 3,6-anhydro-2-O-benzyl-α-D-galactopyranoside

2,3,6-tri-O-acetyl-4-O-benzyl-α-D-galactopyranosyl bromide

benzyl bromide

1,2,3,6-tetra-O-acetyl-4-O-benzyl-α-D-galactopyranose

Downstream raw materials:

methyl 3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside

methyl 3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside

methyl 2-O-acetyl-3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside

methyl 3,6-anhydro-4-O-(β-D-galactopyranosyl 4-sulphate)-α-D-galactopyranoside potassium salt