methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

Base Information

Chemical Name:methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside
CAS No.:625824-98-8
Molecular Formula:C₁₅H₁₉N₃O₆
Molecular Weight:337.332
Hs Code.:

Synonyms:methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

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Chemical Property of methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

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Technology Process of methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

There total 1 articles about methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-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: 33.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 670249-18-0
methyl 2-azido-2-deoxy-α/β-D-galactopyranoside

: 625824-98-8
methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

: methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-galactopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 40 ℃; for 0.5h; pH=4.5;
DOI:10.1016/j.tetlet.2005.04.088

Reference yield: 99.0%

: 625824-98-8
methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

: 98-88-4
benzoyl chloride

: 860011-71-8
methyl 2-azido-3-O-benzoyl-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

Guidance literature:: In pyridine; at 20 ℃;
DOI:10.1016/j.tetlet.2005.04.088

Reference yield:

: 625824-98-8
methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

: (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[(2R,3S,4R,5R,6S)-5-azido-4-benzoyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ylsulfanyl]-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / pyridine / 20 °C

2: 82 percent / sodium cyanoborohydride; 4 Angstroem molecular sieves; trifluoroacetic acid / dimethylformamide / 2 h / 0 °C

3: DMAP / CH₂Cl₂; pyridine / 2.5 h / 0 °C

4: 22 percent / NaH / dimethylformamide / 20 °C

With dmap; 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; trifluoroacetic acid; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.04.088