(S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester

Base Information

Chemical Name:(S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester
CAS No.:260785-43-1
Molecular Formula:C₂₆H₄₂N₂O₅
Molecular Weight:462.63
Hs Code.:

Synonyms:(S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester

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Chemical Property of (S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester

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Technology Process of (S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester

There total 3 articles about (S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid 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: 89.0%

: 100-39-0
benzyl bromide

: 117702-20-2
N-myristoyl-glycyl-L-serine

: 260785-43-1
(S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester

Guidance literature:: N-myristoyl-glycyl-L-serine; With caesium carbonate; In methanol; at 20 ℃; for 0.25h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/S0960-894X(99)00604-6

Reference yield:

: 112-64-1
tetradecanoyl chloride

: 260785-43-1
(S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / aq. NaOH / tetrahydrofuran / 1 h / 20 °C

2.1: 85 percent / DCC / tetrahydrofuran / 22 h / -10 - 20 °C

3.1: 87 percent / aq. Na₂CO₃ / tetrahydrofuran / 12 h / 20 °C

4.1: aq. Cs₂CO₃ / methanol / 0.25 h / 20 °C

4.2: 89 percent / dimethylformamide / 24 h / 20 °C

With sodium hydroxide; sodium carbonate; caesium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; 1.1: Condensation / 2.1: Condensation / 3.1: Condensation / 4.1: Metallation / 4.2: Esterification;
DOI:10.1016/S0960-894X(99)00604-6

Reference yield:

: 260785-44-2
tetradecanoylamino-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

: 260785-43-1
(S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / aq. Na₂CO₃ / tetrahydrofuran / 12 h / 20 °C

2.1: aq. Cs₂CO₃ / methanol / 0.25 h / 20 °C

2.2: 89 percent / dimethylformamide / 24 h / 20 °C

With sodium carbonate; caesium carbonate; In tetrahydrofuran; methanol; 1.1: Condensation / 2.1: Metallation / 2.2: Esterification;
DOI:10.1016/S0960-894X(99)00604-6