N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine benzyl ester

Base Information

Chemical Name:N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine benzyl ester
CAS No.:214406-47-0
Molecular Formula:C₄₄H₇₆N₂O₇
Molecular Weight:745.097
Hs Code.:

Synonyms:N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine benzyl ester

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Chemical Property of N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine benzyl ester

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Technology Process of N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine benzyl ester

There total 9 articles about N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine 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: 91.0%

: 1738-68-7
Gly-OBz

: 178860-86-1
N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-serine

: 214406-47-0
N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine benzyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1016/S0040-4020(98)83044-5

Reference yield:

: 2485-71-4
13-methyltetradecanoic acid

: 214406-47-0
N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine benzyl ester

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

6: 91 percent / DCC / CH₂Cl₂ / 16 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

Reference yield:

: 75352-11-3
(3R)-ethyl-3-hydroxy-15-methylhexadecanoate

: 214406-47-0
N-{N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]-D-seryl}glycine benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: ethyl acetate / 0.75 h / 50 °C

2: 89 percent / DCC, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

3: 90 percent / H₂ / Pd(OH)2/C / ethanol / 2 h / Ambient temperature

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

5: Et₃N / CH₂Cl₂ / 1 h / 0 - 5 °C

6: 99 percent / H₂ / Pd/C / ethyl acetate / 2 h / Ambient temperature

7: 91 percent / DCC / CH₂Cl₂ / 16 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