phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside
• CAS No.: 183064-37-1
• Molecular Formula: C₆₇H₆₈O₁₀S
• Molecular Weight: 1065.34
• Mol file: 183064-37-1.mol

Synonyms:phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Chemical Property of phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 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: 94.0%

benzyl bromide (100-39-0) + β-phenylsulfanyl lactoside (27891-73-2,27894-87-7,5329-58-8) → phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (183064-37-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ac701686n

Reference yield: 71.4%

β-phenylsulfanyl lactoside (27891-73-2,27894-87-7,5329-58-8) → phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (183064-37-1)

Guidance literature:

DOI:10.1080/00397919608003815

Reference yield:

phenyl 2,3,6-tri-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (5346-81-6,28022-14-2,28022-13-1) → phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (183064-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol; toluene / 2 h

2: sodium hydride / toluene; N,N-dimethyl-formamide / 0 °C / Inert atmosphere

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1002/ejoc.201801461

upstream raw materials:

β-phenylsulfanyl lactoside

benzyl bromide

phenyl 2,3,6-tri-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Downstream raw materials:

N-hexyl-N-trifluoroacetyl-4-aminobutyl 4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

N-hexyl-N-trifluoroacetyl-4-aminobutyl 4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride