benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate

Base Information

• Chemical Name: benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate
• CAS No.: 912840-46-1
• Molecular Formula: C₂₅H₂₆N₂O₇
• Molecular Weight: 466.491
• Mol file: 912840-46-1.mol

Synonyms:benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate

Chemical Property of benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate

There total 3 articles about benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate 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: 74.0%

BOC-glycine (4530-20-5) + benzyl 2-(7-aminocoumarin-4-yl)acetate (141692-73-1) → benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate (912840-46-1)

Guidance literature:

With 2,4,6-trimethyl-pyridine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 42h;

DOI:10.1016/j.bmc.2006.06.014

Reference yield:

2-(7-amino-2-oxo-2H-chromen-4-yl)acetic acid (85157-21-7) → benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate (912840-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / thionyl chloride / 1.25 h / -5 - 55 °C

2: 74 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; 2,4,6-collidine / dimethylformamide / 42 h / 20 °C

With 2,4,6-trimethyl-pyridine; thionyl chloride; HATU; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.06.014

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate (912840-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / thionyl chloride / 1.25 h / -5 - 55 °C

2: 74 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; 2,4,6-collidine / dimethylformamide / 42 h / 20 °C

With 2,4,6-trimethyl-pyridine; thionyl chloride; HATU; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.06.014

upstream raw materials:

BOC-glycine

benzyl 2-(7-aminocoumarin-4-yl)acetate

2-(7-amino-2-oxo-2H-chromen-4-yl)acetic acid

benzyl alcohol

Downstream raw materials:

benzyl 2-(7-{N-[1S,3R,4S,5R]-(1,3,4,5-tetraacetoxycyclohexanoyl)glycyl}aminocoumarin-4-yl)acetate

2-(7-{N-[1S,3R,4S,5R]-(1,3,4,5-tetraacetoxycyclohexanoyl)glycyl}aminocoumarin-4-yl)acetyl-L-leucine

2-(7-{N-[1S,3R,4S,5R]-(1,3,4,5-tetraacetoxycyclohexanoyl)glycyl}aminocoumarin-4-yl)acetic acid