2-acetamido-1,5-anhydro-6-O-(2-behenoyloxyisobutyryl)-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol

Base Information

• Chemical Name: 2-acetamido-1,5-anhydro-6-O-(2-behenoyloxyisobutyryl)-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol
• CAS No.: 81638-47-3
• Molecular Formula: C₅₂H₈₆N₄O₁₃
• Molecular Weight: 975.274
• Mol file: 81638-47-3.mol

Synonyms:

Chemical Property of 2-acetamido-1,5-anhydro-6-O-(2-behenoyloxyisobutyryl)-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-acetamido-1,5-anhydro-6-O-(2-behenoyloxyisobutyryl)-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol

There total 5 articles about 2-acetamido-1,5-anhydro-6-O-(2-behenoyloxyisobutyryl)-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol 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: 58.0%

2-(behenoyloxy)isobutyric acid (26890-91-5) + 2-acetamido-1,5-anhydro-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol (81638-46-2) → 2-acetamido-1,5-anhydro-6-O-(2-behenoyloxyisobutyryl)-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol (81638-47-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 72h; Ambient temperature;

DOI:10.1016/S0008-6215(00)81899-6

Reference yield:

2-acetamido-1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-glucitol (81638-42-8,85080-90-6) → 2-acetamido-1,5-anhydro-6-O-(2-behenoyloxyisobutyryl)-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol (81638-47-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 32 percent / sodium hydride (50percent oil dispersion) / dioxane / 65 °C

2: 89 percent / 4-methylmorpholine, isobutyl chloroformate / dimethylformamide / 4 h / -15 °C

3: 99 percent / acetic acid (60percent) / 85 °C

4: 58 percent / dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP) / dimethylformamide / 72 h / Ambient temperature

With 4-methyl-morpholine; dmap; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; isobutyl chloroformate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)81899-6

Reference yield:

2-acetamido-1,5-anhydro-4,6-O-benzylidene-3-O-<(R)-1-carboxyethyl>-2-deoxy-D-glucitol (81638-43-9,85027-66-3) → 2-acetamido-1,5-anhydro-6-O-(2-behenoyloxyisobutyryl)-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol (81638-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / 4-methylmorpholine, isobutyl chloroformate / dimethylformamide / 4 h / -15 °C

2: 99 percent / acetic acid (60percent) / 85 °C

3: 58 percent / dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP) / dimethylformamide / 72 h / Ambient temperature

With 4-methyl-morpholine; dmap; acetic acid; dicyclohexyl-carbodiimide; isobutyl chloroformate; In N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)81899-6

upstream raw materials:

2-(behenoyloxy)isobutyric acid

2-acetamido-1,5-anhydro-2-deoxy-3-O-<(R)-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester>-D-glucitol

2-acetamido-1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-glucitol

2-acetamido-1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-glucitol