methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-β-D-galactopyranoside
• CAS No.: 178962-70-4
• Molecular Formula: C₂₆H₂₈O₈S
• Molecular Weight: 500.57

Synonyms:methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-β-D-galactopyranoside

Chemical Property of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-β-D-galactopyranoside

There total 3 articles about methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-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: 85.0%

benzoyl chloride (98-88-4) + 4-Oxo-pentanoic acid (2S,4aR,6S,7R,8R,8aS)-7-hydroxy-6-methylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester → methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-β-D-galactopyranoside (178962-70-4)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

DOI:10.1080/07328309608005662

Reference yield:

levulinic anhydride (40608-06-8) → methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-β-D-galactopyranoside (178962-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / pyridine, DMAP / CH₂Cl₂ / 0.5 h / -50 °C

2: 85 percent / pyridine / 3 h / Ambient temperature

With pyridine; dmap; In dichloromethane;

DOI:10.1080/07328309608005662

Reference yield:

Methyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside (104992-63-4) → methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-β-D-galactopyranoside (178962-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / pyridine, DMAP / CH₂Cl₂ / 0.5 h / -50 °C

2: 85 percent / pyridine / 3 h / Ambient temperature

With pyridine; dmap; In dichloromethane;

DOI:10.1080/07328309608005662

upstream raw materials:

benzoyl chloride

levulinic anhydride

Methyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Downstream raw materials:

(2-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-O-acetyl-6-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol

(2-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-[(α-L-fucopyranosyl)-(1->3)]-2-O-acetyl-N-decyl-1,5-dideoxy-1,5-imino-D-glucitol

(2-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-[(α-L-fucopyranosyl)-(1->3)]-2-O-acetyl-N-butyl-1,5-dideoxy-1,5-imino-D-glucitol

(2-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-[α-L-fucopyranosyl-(1->3)]-2-O-acetyl-1,5-dideoxy-1,5-imino-D-glucitol

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