N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine benzyl ester

Base Information

• Chemical Name: N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine benzyl ester
• CAS No.: 214406-45-8
• Molecular Formula: C₄₄H₇₆N₂O₇
• Molecular Weight: 745.097
• Mol file: 214406-45-8.mol

Synonyms:N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine benzyl ester

Chemical Property of N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine benzyl ester

There total 15 articles about N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine 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: 81.0%

(3R)-N-<3-(13'-methyltetradecanoyloxy)-15-methylhexadecanoyl>glycine (103196-73-2) + TFA*Ser-OBn → N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine benzyl ester (214406-45-8)

Guidance literature:

With TEA; diethyl dicarbonate; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00984-3

Reference yield: 72.0%

L-serine benzyl ester (1738-72-3) + (3R)-N-<3-(13'-methyltetradecanoyloxy)-15-methylhexadecanoyl>glycine (103196-73-2) → N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine benzyl ester (214406-45-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(98)83044-5

Reference yield:

13-methyltetradecanoic acid (2485-71-4) → N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl}-L-serine benzyl ester (214406-45-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / DCC, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

2: 90 percent / H₂ / Pd(OH)2/C / ethanol / 2 h / Ambient temperature

3: oxalyl chloride / CH₂Cl₂ / 1 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 1 h / 0 - 5 °C

5: 98 percent / H₂ / Pd/C / ethyl acetate / 2 h / Ambient temperature

6: 72 percent / DCC / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; oxalyl dichloride; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4020(98)83044-5

upstream raw materials:

L-serine benzyl ester

(3R)-N-<3-(13'-methyltetradecanoyloxy)-15-methylhexadecanoyl>glycine

13-methyltetradecanoic acid

(3R)-ethyl-3-hydroxy-15-methylhexadecanoate

Downstream raw materials:

(3R)-N-<3-(13'-methyltetradecanoyloxy)-15-methylhexadecanoyl>glycyl-L-serine