(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Base Information

• Chemical Name: (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• CAS No.: 1177264-14-0
• Molecular Formula: C₃₉H₄₆O₁₁
• Molecular Weight: 690.788
• Mol file: 1177264-14-0.mol

Synonyms:(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Chemical Property of (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

There total 7 articles about (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 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: 92.0%

p-methylphenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (1177264-14-0)

Guidance literature:

p-methylphenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside; With 4-morpholinecarboxaldehyde; In dichloromethane; for 0.333333h; Molecular sieve;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 ℃;

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; In dichloromethane; for 2h;

DOI:10.1021/ol402519c

Reference yield:

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) + O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl) trichloroacetimidate (303752-87-6) → (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (1200762-61-3) + (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (1177264-14-0)

Guidance literature:

With Hippuric Acid; 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; In dichloromethane; at 20 ℃; Overall yield = 70 %; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.catcom.2019.04.006

Reference yield:

p-methylphenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (1200762-61-3) + (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->6)-O-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (1177264-14-0)

Guidance literature:

p-methylphenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside; With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; N,N-dimethyl-formamide; In dichloromethane; at -10 ℃; Molecular sieve;

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; In dichloromethane; at -10 ℃; for 2h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/anie.201100076

upstream raw materials:

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

O-(2,3-di-O-benzyl-4,6-O-benzylidene-D-galactopyranosyl) trichloroacetimidate

O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl) trichloroacetimidate

benzyl bromide