CID 6921761

Base Information

• Chemical Name: CID 6921761
• CAS No.: 72669-53-5
• Molecular Formula: C15H16N2O5
• Molecular Weight: 304.302
• Hs Code.: 29400000
• Mol file: 72669-53-5.mol

Synonyms:72669-53-5

Chemical Property of CID 6921761

Chemical Property:

• Appearance/Colour: white to off-white fine crystalline powder
• Vapor Pressure: 1.89E-20mmHg at 25°C
• Melting Point: 212 - 215oC
• Refractive Index: 1.637
• Boiling Point: 624.9 °C at 760 mmHg
• Flash Point: 331.7 °C
• PSA: 122.63000
• Density: 1.406 g/cm³
• LogP: 2.00530
• Storage Temp.: −20°C
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 304.10592162
• Heavy Atom Count: 22
• Complexity: 497

Purity/Quality:

99% ^*data from raw suppliers

H-Glu(Amc)-OH ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)CCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)CC[C@@H](C(=O)[O-])[NH3+]
• Uses: Fluorogenic substrate for g-Glutamyl transferase. A substrate for aminopeptidase a or the assay of gamma-glutamyl transferase producing a blue fluorescent solution upon cleavage

Technology Process of CID 6921761

There total 5 articles about CID 6921761 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: 68.0%

7-(Nα-benzyloxycarbonyl-α-benzyl-γ-L-glutaminyl)-4-methylcoumarinylamide (75957-52-7) → L-glutamic acid γ-(7-amido-4-methylcoumarin) (72669-53-5,201851-56-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; for 4h;

DOI:10.1248/cpb.29.3286

Reference yield:

7-amino-4-methylcoumarin. (26093-31-2) → L-glutamic acid γ-(7-amido-4-methylcoumarin) (72669-53-5,201851-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / Et₃N / tetrahydrofuran; dimethylformamide / -5 deg C, 1 h, RT, 4 h

2: 68 percent / H₂ / 10percent Pd-C / aq. acetic acid / 4 h

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.29.3286

Reference yield:

Cbz-(L)-Glu-OBn (3705-42-8) → L-glutamic acid γ-(7-amido-4-methylcoumarin) (72669-53-5,201851-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / Et₃N / tetrahydrofuran; dimethylformamide / -5 deg C, 1 h, RT, 4 h

2: 68 percent / H₂ / 10percent Pd-C / aq. acetic acid / 4 h

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.29.3286

upstream raw materials:

7-(N^α-benzyloxycarbonyl-α-benzyl-γ-L-glutaminyl)-4-methylcoumarinylamide

7-amino-4-methylcoumarin.

Cbz-(L)-Glu-OBn

(4-methyl-2-oxo-2H-1-benzopyran-7-yl)carbamic acid ethyl ester

Downstream raw materials:

7-amino-4-methylcoumarin.

Refernces