4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-1-thio-β-D-galactopyranoside
CAS No.:219518-22-6
Molecular Formula:C₂₄H₂₇N₃O₆S
Molecular Weight:485.561
Hs Code.:

Synonyms:4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-1-thio-β-D-galactopyranoside

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Chemical Property of 4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-1-thio-β-D-galactopyranoside

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Technology Process of 4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-1-thio-β-D-galactopyranoside

There total 6 articles about 4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-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: 95.0%

: 4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-4-O-(trifluoromethanesulfonyl)-1-thio-β-D-glucopyranoside

: 219518-22-6
4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 22 ℃; for 17h;
DOI:10.1021/jo981204p

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 219518-22-6
4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / TsOH / acetonitrile / 17 h

2: 97 percent / pyridine / 18 h / 22 °C

3: 92 percent / NaBH₃CN, 3 Angstroems MS, HCl / tetrahydrofuran; diethyl ether / 0.67 h / 0 °C

4: pyridine / CH₂Cl₂ / 3 h / -78 - 20 °C

5: 95 percent / NaN₃ / dimethylformamide / 17 h / 22 °C

With pyridine; hydrogenchloride; sodium azide; 3 Angstroems MS; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981204p

Reference yield:

: 1152-39-2
p-methylphenyl 1-thio-β-D-glucopyranoside

: 219518-22-6
4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl-4-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / TsOH / acetonitrile / 17 h

2: 97 percent / pyridine / 18 h / 22 °C

3: 92 percent / NaBH₃CN, 3 Angstroems MS, HCl / tetrahydrofuran; diethyl ether / 0.67 h / 0 °C

4: pyridine / CH₂Cl₂ / 3 h / -78 - 20 °C

5: 95 percent / NaN₃ / dimethylformamide / 17 h / 22 °C

With pyridine; hydrogenchloride; sodium azide; 3 Angstroems MS; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981204p