octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside

Base Information

• Chemical Name: octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside
• CAS No.: 283587-72-4
• Molecular Formula: C₃₇H₄₈O₇
• Molecular Weight: 604.784
• Mol file: 283587-72-4.mol

Synonyms:octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside

Chemical Property of octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside

There total 1 articles about octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-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: 74.0%

octanol (111-87-5) + 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl bromide (77790-47-7) → octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside (283587-72-4)

Guidance literature:

With 3 A molecular sieve; mercury(II) cyanide; mercury dibromide; In acetonitrile;

DOI:10.1016/S0008-6215(00)00003-3

Reference yield: 97.0%

octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside (283587-72-4) → octyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside (220911-76-2)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0008-6215(00)00003-3

Reference yield:

octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside (283587-72-4) → octyl 3,4-di-O-benzyl-α-L-xylo-hexopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-galactopyranoside (283587-87-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / NaOMe / methanol

2: 67 percent / DTBMP; DMTST; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h

3: 70 percent / ceric ammonium nitrate / acetonitrile; H₂O / 0.5 h / 20 °C

4: 93 percent / DMAP / CH₂Cl₂ / 20 °C

5: 61 percent / Bu₃SnH; AIBN / toluene / 4 h / Heating

With dmap; 2,6-di-tert-butyl-4-methylpyridine; ammonium cerium(IV) nitrate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; sodium methylate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In methanol; dichloromethane; water; toluene; acetonitrile; 1: Deacetylation / 2: Glycosylation / 3: Debenzylation / 4: Acylation / 5: Barton's radical deoxygenation;

DOI:10.1016/S0008-6215(00)00003-3

upstream raw materials:

octanol

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

Downstream raw materials:

octyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside

octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside

octyl 2,4-di-O-benzyl-α-L-xylo-hexopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-galactopyranoside

octyl 3,4-di-O-benzyl-α-L-xylo-hexopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-galactopyranoside