N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl ester

Base Information

Chemical Name:N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl ester
CAS No.:197663-30-2
Molecular Formula:C₆₀H₁₀₄N₄O₁₄
Molecular Weight:1105.5
Hs Code.:

Synonyms:N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl ester

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Technology Process of N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl ester

There total 3 articles about N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl 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: 55.0%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

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

: 197663-30-2
N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl ester

Guidance literature:: With WSC*HCl; for 8h; Ambient temperature;
DOI:10.1248/cpb.45.1544

Reference yield:

: 186753-98-0
N-tetradecanoyl-O-[3,4,6-tri-O-acetyl-2-deoxy-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranosyl]-L-serine

: 197663-30-2
N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: WSC*HCl, HOBt, TEA / dimethylformamide / 75 h / a) 0 deg C, 1 h, b) RT, 20 h

2: 98 percent / H₂ / Pd-black / tetrahydrofuran / 20 h / Ambient temperature

3: 74 percent / conc. NH₄OH / methanol; tetrahydrofuran / 20 h / Ambient temperature

4: 53 percent / WSC*HCl / dimethylformamide / 16 h / Ambient temperature

With ammonium hydroxide; WSC*HCl; TEA; hydrogen; benzotriazol-1-ol; palladium; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.46.1676

Reference yield:

: 197663-32-4
N-tetradecanoyl-O-<3,4,6-tri-O-acetyl-2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine

: 197663-30-2
N-tetradecanoyl-O-<2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-seryl-β-alanine p-nitrophenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / conc. NH₄OH / methanol; tetrahydrofuran / 20 h / Ambient temperature

2: 53 percent / WSC*HCl / dimethylformamide / 16 h / Ambient temperature

With ammonium hydroxide; WSC*HCl; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.46.1676