phenyl (2,6-di-O-acetyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl (2,6-di-O-acetyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside
• CAS No.: 152872-00-9
• Molecular Formula: C₃₁H₄₀O₁₅S
• Molecular Weight: 684.716

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

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

There total 3 articles about phenyl (2,6-di-O-acetyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-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: 93.0%

acetic anhydride (108-24-7) + phenyl (3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside (173029-44-2) → phenyl (2,6-di-O-acetyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside (152872-00-9)

Guidance literature:

With pyridine; at 20 ℃; Cooling with ice;

DOI:10.1021/ja208564y

Reference yield: 92.0%

acetyl chloride (75-36-5) + phenyl (3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside (173029-44-2) → phenyl (2,6-di-O-acetyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside (152872-00-9)

Guidance literature:

With aluminum oxide; In acetonitrile; at 20 ℃; for 1.5h;

DOI:10.1016/j.carres.2005.11.035

Reference yield:

acetic anhydride (108-24-7) + 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) + 2,2-dimethoxy-propane (77-76-9) → phenyl (2,6-di-O-acetyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside (152872-00-9)

Guidance literature:

Yield given. Multistep reaction;

upstream raw materials:

acetic anhydride

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

2,2-dimethoxy-propane

phenyl (3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside

Downstream raw materials:

phenyl 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-1-sulfonyl-β-D-glucopyranoside

phenyl ((3-(18)O)-β-D-(3-(18)O)galactopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside

phenyl (2,3,6-tri-O-acetyl-β-D-(3-(18)O)galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

phenyl (2,6-di-O-acetyl-4-O-(18)O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

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