methyl 3,6-anhydro-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-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside
• CAS No.: 132895-15-9
• Molecular Formula: C₂₆H₃₄O₁₃
• Molecular Weight: 554.548
• Mol file: 132895-15-9.mol

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

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

There total 5 articles about methyl 3,6-anhydro-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: 27.0%

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) → methyl 3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside (132895-18-2) + methyl 3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside (132895-15-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 760 Torr;

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

Reference yield:

methyl 3,6-anhydro-α-D-galactopyranoside (5540-31-8) → methyl 3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside (132895-15-9)

Guidance literature:

Multi-step reaction with 3 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

3: 27 percent / H₂ / 10percent Pd-C / ethyl acetate / 760 Torr

With barium hydroxide monohydrate; 4 A molecular sieve; hydrogen; mercury(II) cyanide; barium(II) oxide; palladium on activated charcoal; In ethyl acetate; benzene;

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

Reference yield:

methyl 3,6-anhydro-2-O-benzyl-α-D-galactopyranoside (116731-08-9) → methyl 3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside (132895-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / mercury cyanide, 4 Angstroem molecular sieve / benzene / 60 °C

2: 27 percent / H₂ / 10percent Pd-C / ethyl acetate / 760 Torr

With 4 A molecular sieve; hydrogen; mercury(II) cyanide; palladium on activated charcoal; In ethyl acetate; benzene;

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

upstream raw materials:

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

methyl 3,6-anhydro-α-D-galactopyranoside

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

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

Downstream raw materials:

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

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