Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

Base Information

Chemical Name:Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside
CAS No.:303127-92-6
Molecular Formula:C₃₂H₄₀Cl₃NO₈
Molecular Weight:673.03
Hs Code.:

Synonyms:Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

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Chemical Property of Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

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Technology Process of Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

There total 6 articles about Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-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: 81.0%

: 100-39-0
benzyl bromide

: 303127-90-4
Benzyl 2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

: 303127-92-6
Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Benzyl 2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 0 - 20 ℃; for 5h; Further stages.;
DOI:10.1039/b002835p

Reference yield:

: N-((2R,3R,4R,5S,6R)-2-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-2,2,2-trichloro-acetamide

: 303127-92-6
Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2.79 g / pyridine / CH₂Cl₂ / 1.5 h / 0 °C

2.1: 98 percent / pyridine / CH₂Cl₂ / 2 h / -15 - 0 °C

3.1: 65 percent / NaNO₂ / dimethylformamide / 1.5 h / 20 °C

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

4.2: 81 percent / TBAI / tetrahydrofuran / 5 h / 0 - 20 °C

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

Reference yield:

: 303127-87-9
Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 303127-92-6
Benzyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol / 16 h / 20 °C

2.1: 2.79 g / pyridine / CH₂Cl₂ / 1.5 h / 0 °C

3.1: 98 percent / pyridine / CH₂Cl₂ / 2 h / -15 - 0 °C

4.1: 65 percent / NaNO₂ / dimethylformamide / 1.5 h / 20 °C

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

5.2: 81 percent / TBAI / tetrahydrofuran / 5 h / 0 - 20 °C

With pyridine; 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;
DOI:10.1039/b002835p