phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside
• CAS No.: 913061-12-8
• Molecular Formula: C₃₄H₃₀O₇S
• Molecular Weight: 582.674

Synonyms:phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside

There total 1 articles about phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-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: 86.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + phenyl 4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside (71676-30-7,87508-17-6,138922-03-9,87508-18-7) → phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside (913061-12-8)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 8h;

DOI:10.1021/ja0629817

Reference yield: 85.0%

phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside (913061-12-8) + benzyl chloride (100-44-7) → phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(9-fluorenemethoxycarbonyl)-1-thio-β-D-galactopyranoside (913060-93-2)

Guidance literature:

With pyridine; In dichloromethane; at 4 ℃; for 18h;

DOI:10.1021/ja0629817

Reference yield: 70.0%

phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside (913061-12-8) + benzoyl chloride (98-88-4) → phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(9-fluorenemethoxycarbonyl)-1-thio-β-D-galactopyranoside (913060-93-2)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.0c02935

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

phenyl 4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside

Downstream raw materials:

phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(9-fluorenemethoxycarbonyl)-1-thio-β-D-galactopyranoside

3-azidopropyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

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