N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Base Information

Chemical Name:N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide
CAS No.:428866-00-6
Molecular Formula:C₂₂H₂₄Cl₃NO₇
Molecular Weight:520.794
Hs Code.:

Synonyms:N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

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Chemical Property of N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

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Technology Process of N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

There total 5 articles about N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide 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: 70.0%

: 428865-81-0
4-methoxyphenyl 4-O-benzyl-2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

: 428866-00-6
N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Guidance literature:: With sodium methylate; In ethanol; at 20 ℃; for 48h;
DOI:10.1002/1099-0690(200203)2002:5<815::AID-EJOC815>3.0.CO;2-A

Reference yield:

: 100-39-0
benzyl bromide

: 428866-00-6
N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / tetrabutylammonium iodide; sodium hydride / tetrahydrofuran

2: 70 percent / NaOMe / ethanol / 48 h / 20 °C

With sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; ethanol;
DOI:10.1002/1099-0690(200203)2002:5<815::AID-EJOC815>3.0.CO;2-A

Reference yield:

: 273400-80-9
4-methoxyphenyl 2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside

: 428866-00-6
N-[(2S,3R,4R,5R,6R)-5-Benzyloxy-4-hydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 1.5 h / 20 °C

2: NaNO₂ / dimethylformamide / 2 h / 20 °C

3: 68 percent / tetrabutylammonium iodide; sodium hydride / tetrahydrofuran

4: 70 percent / NaOMe / ethanol / 48 h / 20 °C

With pyridine; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium nitrite; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200203)2002:5<815::AID-EJOC815>3.0.CO;2-A