methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside
CAS No.:152501-23-0
Molecular Formula:C₃₂H₄₃NO₁₈S
Molecular Weight:761.755
Hs Code.:

Synonyms:methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

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Chemical Property of methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

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Technology Process of methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

There total 9 articles about methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-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: 77.0%

: 98-59-9
p-toluenesulfonyl chloride

: 152501-22-9
methyl O-(2,3,4-tri-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

: 152501-23-0
methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; at 50 ℃; for 2h;
DOI:10.1016/0008-6215(93)84251-Z

Reference yield:

: 91852-13-0
methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-azido-2-deoxy-β-D-glucopyranoside

: 152501-23-0
methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: H₂ / Pd/C / ethyl acetate / 12 h

2: 8.96 g / pyridine / 2 h

3: 5.2 g / NaOMe / methanol; CH₂Cl₂ / 2 h / Ambient temperature

4: camphorsulfonic acid / dimethylformamide / 2 h / 50 °C

5: DMAP / pyridine

6: 98 percent / 60percent aq.AcOH / 2 h / 90 °C

7: imidazole / dimethylformamide / 0.3 h / Ambient temperature

8: pyridine

9: 76 percent / 60percent aq.AcOH / 0.5 h / 90 °C

10: 77 percent / 4-dimethylaminopyridine, pyridine / 2 h / 50 °C

With pyridine; 1H-imidazole; dmap; camphor-10-sulfonic acid; hydrogen; sodium methylate; acetic acid; palladium on activated charcoal; In pyridine; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84251-Z

Reference yield:

: 68774-39-0
methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

: 152501-23-0
methyl O-(2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 5.2 g / NaOMe / methanol; CH₂Cl₂ / 2 h / Ambient temperature

2: camphorsulfonic acid / dimethylformamide / 2 h / 50 °C

3: DMAP / pyridine

4: 98 percent / 60percent aq.AcOH / 2 h / 90 °C

5: imidazole / dimethylformamide / 0.3 h / Ambient temperature

6: pyridine

7: 76 percent / 60percent aq.AcOH / 0.5 h / 90 °C

8: 77 percent / 4-dimethylaminopyridine, pyridine / 2 h / 50 °C

With pyridine; 1H-imidazole; dmap; camphor-10-sulfonic acid; sodium methylate; acetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84251-Z