benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside

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Chemical Name:benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside
CAS No.:252042-37-8
Molecular Formula:C₄₄H₇₂Cl₃NO₁₀
Molecular Weight:881.415
Hs Code.:

Synonyms:benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside

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Chemical Property of benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside

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Technology Process of benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside

There total 4 articles about benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside 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%

: 252042-61-8
benzyl 2-deoxy-4,6-O-isopropylidene-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside

: 252042-37-8
benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside

Guidance literature:: With acetic acid; at 60 ℃; for 1h;
DOI:10.1021/jm990222b

Reference yield:

: 87357-76-4
(R)-3-(dodecanoyloxy)tetradecanoic acid

: 252042-37-8
benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide / CH₂Cl₂ / 20 °C

2: 4-(dimethylamino)pyridine; pyridine / CH₂Cl₂ / 3 h / 20 °C

3: 81 percent / 80 percent aq. AcOH / 1 h / 60 °C

With pyridine; dmap; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; acetic acid; In dichloromethane; 1: Acylation / 2: Acylation / 3: Hydrolysis;
DOI:10.1021/jm990222b

Reference yield:

: 102794-17-2
benzyl 2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 252042-37-8
benzyl 2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide / CH₂Cl₂ / 20 °C

2: 4-(dimethylamino)pyridine; pyridine / CH₂Cl₂ / 3 h / 20 °C

3: 81 percent / 80 percent aq. AcOH / 1 h / 60 °C

With pyridine; dmap; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; acetic acid; In dichloromethane; 1: Acylation / 2: Acylation / 3: Hydrolysis;
DOI:10.1021/jm990222b