N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester

Base Information

• Chemical Name: N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester
• CAS No.: 188583-21-3
• Molecular Formula: C₄₅H₆₄N₂O₈
• Molecular Weight: 761.012

Synonyms:N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester

Chemical Property of N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester

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Technology Process of N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester

There total 1 articles about N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester 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: 65.0%

N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester (188583-20-2) → N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester (188583-21-3)

Guidance literature:

With acetic acid; zinc; at 40 - 50 ℃; for 20h;

DOI:10.1248/cpb.45.312

Reference yield: 71.0%

(R)-3-(dodecanoyloxy)tetradecanoic acid (87357-76-4) + N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester (188583-21-3) → N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-2-((R)-3-tetradecanoyloxytetradecanoylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1248/cpb.45.312

Reference yield: 35.0%

(R)-3-(dodecanoyloxy)tetradecanoic acid (87357-76-4) + N-tetradecanoyl-O-(2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-homoserine benzyl ester (188583-21-3) → N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-((R)-3-tetradecanoyloxytetradecanoyl)-2-((R)-3-tetradecanoyloxytetradecanoylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1248/cpb.45.312

upstream raw materials:

N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

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