Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Base Information

Chemical Name:Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside
CAS No.:303127-95-9
Molecular Formula:C₂₂H₃₄Cl₃NO₆Si
Molecular Weight:542.96
Hs Code.:

Synonyms:Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

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Chemical Property of Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Chemical Property:

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Technology Process of Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

There total 8 articles about Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1054629-48-9
N-((2R,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-2,2,2-trichloro-acetamide

: 303127-95-9
Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 0.666667h;
DOI:10.1039/b002835p

Reference yield:

: 56644-73-6
Methyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 303127-95-9
Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanol / 16 h / 20 °C

2.1: 4.16 g / pyridine / CH₂Cl₂ / 1.3 h / 0 °C

3.1: pyridine / CH₂Cl₂ / 2 h / -15 - 0 °C

4.1: 3.33 g / NaNO₂ / dimethylformamide / 1.5 h / 20 °C

5.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

5.2: 80 percent / TBAI / tetrahydrofuran / 5 h / 0 - 20 °C

6.1: methanol

7.1: 3 g / imidazole / dimethylformamide / 0.67 h / 0 °C

With pyridine; 1H-imidazole; sodium hydride; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Deacetylation / 2.1: Acylation / 3.1: Substitution / 4.1: Substitution / 5.1: Metallation / 5.2: Etherification / 6.1: Substitution / 7.1: Substitution;
DOI:10.1039/b002835p

Reference yield:

: methyl 2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 303127-95-9
Methyl 4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 4.16 g / pyridine / CH₂Cl₂ / 1.3 h / 0 °C

2.1: pyridine / CH₂Cl₂ / 2 h / -15 - 0 °C

3.1: 3.33 g / NaNO₂ / dimethylformamide / 1.5 h / 20 °C

4.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

4.2: 80 percent / TBAI / tetrahydrofuran / 5 h / 0 - 20 °C

5.1: methanol

6.1: 3 g / imidazole / dimethylformamide / 0.67 h / 0 °C

With pyridine; 1H-imidazole; sodium hydride; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Substitution / 3.1: Substitution / 4.1: Metallation / 4.2: Etherification / 5.1: Substitution / 6.1: Substitution;
DOI:10.1039/b002835p