1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate

Base Information

• Chemical Name: 1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate
• CAS No.: 75720-09-1
• Molecular Formula: C₂HF₃O₂*C₁₉H₂₇N₃O₉
• Molecular Weight: 555.462
• Mol file: 75720-09-1.mol

Synonyms:1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate

Chemical Property of 1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate

There total 3 articles about 1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate 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: 88.0%

2,3,4,6-tetra-O-benzyl-1-O-(N-benzyloxycarbonyl-L-phenylalanylglycylglycyl)-α-D-glucopyranose (75719-89-0) + trifluoroacetic acid (76-05-1) → 1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate (75720-09-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 2-methoxy-ethanol; for 20h;

DOI:10.1016/S0008-6215(00)85517-2

Reference yield:

(5S)-5-benzyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid (37700-64-4) → 1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate (75720-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / dicyclohexylcarbodi-imide / dimethylformamide

2: imidazole / dimethylformamide / 24 h / Ambient temperature

3: 88 percent / H₂ / 10percent Pd/C / 2-methoxy-ethanol / 20 h

With 1H-imidazole; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 2-methoxy-ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85517-2

Reference yield:

N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester (75719-85-6) → 1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate (75720-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 24 h / Ambient temperature

2: 88 percent / H₂ / 10percent Pd/C / 2-methoxy-ethanol / 20 h

With 1H-imidazole; hydrogen; palladium on activated charcoal; In 2-methoxy-ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85517-2

upstream raw materials:

2,3,4,6-tetra-O-benzyl-1-O-(N-benzyloxycarbonyl-L-phenylalanylglycylglycyl)-α-D-glucopyranose

trifluoroacetic acid

(5S)-5-benzyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid

N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester