N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester

Base Information

Chemical Name:N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester
CAS No.:263010-70-4
Molecular Formula:C₇₉H₁₃₇N₃O₁₅
Molecular Weight:1368.97
Hs Code.:

N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester

Synonyms:N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester

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Chemical Property of N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester

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Technology Process of N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester

There total 2 articles about N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine 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: 76.0%

: 27019-47-2
β-alanine benzyl ester p-toluenesulfonate

: 263010-69-1
N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-serine

: 263010-70-4
N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester

Guidance literature:: With 4-methyl-morpholine; WSC*HCl; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 19h;
DOI:10.1248/cpb.48.32

Reference yield:

: 263010-68-0
N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-serine benzyl ester

: 263010-70-4
N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd / methanol; tetrahydrofuran / 20 °C

2: 76 percent / WSC*HCl; N-methylmorpholine; HOBt / dimethylformamide / 19 h / 0 - 20 °C

With 4-methyl-morpholine; WSC*HCl; hydrogen; benzotriazol-1-ol; palladium; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Acylation;
DOI:10.1248/cpb.48.32

Reference yield:

: 263010-70-4
N-tetradecanoyl-O-[4,6-di-O-acetyl-2-deoxy-3-O-tetradecanoyl-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-seryl-β-alanine benzyl ester

: 197663-09-5
N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / H₂ / Pd / tetrahydrofuran / 20 °C

2: 83 percent / aq. NH₄OH / methanol; tetrahydrofuran / 20 h / 20 °C

With ammonium hydroxide; hydrogen; palladium; In tetrahydrofuran; methanol; 1: Hydrogenolysis / 2: Hydrolysis;
DOI:10.1248/cpb.48.32