2-[[2-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]acetyl]amino]-4-methylpentanamide

Base Information

• Chemical Name: 2-[[2-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]acetyl]amino]-4-methylpentanamide
• CAS No.: 26400-33-9
• Molecular Formula: C15H21 N3 O4
• Molecular Weight: 307.349
• Hs Code.: 2932190090
• NSC Number: 334344
• Mol file: 26400-33-9.mol

Synonyms:furylacryloyl-Gly-Leu-amide;furylacryloyl-Gly-Leu-NH(2);furylacryloylglycylleucinamide

Chemical Property of 2-[[2-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]acetyl]amino]-4-methylpentanamide

Chemical Property:

• Vapor Pressure: 2.91E-16mmHg at 25°C
• Boiling Point: 639.7°Cat760mmHg
• PKA: 13.18±0.46(Predicted)
• Flash Point: 340.7°C
• PSA: 114.43000
• Density: 1.188g/cm³
• LogP: 1.90730
• Storage Temp.: −20°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 307.15320616
• Heavy Atom Count: 22
• Complexity: 435

Purity/Quality:

99% ^*data from raw suppliers

FA-Gly-Leu-NH2,≥99%(PuritybyTLC) ≥99%(PuritybyTLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)N)NC(=O)CNC(=O)C=CC1=CC=CO1
• Isomeric SMILES: CC(C)CC(C(=O)N)NC(=O)CNC(=O)/C=C/C1=CC=CO1
• Uses: Fa-Gly-Leu-NH2 is a substrate that binds with natural or recombinant proteinase-inhibiting protein to repress proteinase activity.

Technology Process of 2-[[2-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]acetyl]amino]-4-methylpentanamide

There total 5 articles about 2-[[2-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]acetyl]amino]-4-methylpentanamide 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:

N-<3-(2-furyl)acryloyl>-Gly (124882-74-2) + (2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) → N-<3-(2-furyl)acryloyl>-Gly-Leu-NH2 (26400-33-9)

Guidance literature:

thermolysin; In dimethyl sulfoxide; at 30 ℃; for 6h; under 750.06 Torr; pH=7.0;

DOI:10.1246/bcsj.62.514

Reference yield:

(2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) + N-<3-(2-furyl)acryloyl>glycylphenylalanine (88874-25-3) → N-<3-(2-furyl)acryloyl>-Gly (124882-74-2) + N-<3-(2-furyl)acryloyl>-Gly-Leu-NH2 (26400-33-9) + N-<3-(2-furyl)acryloyl>-Gly-Leu

Guidance literature:

carboxypeptidase from yeast (CPase-Y); In N,N-dimethyl-formamide; at 35 ℃; for 3h; under 750060 Torr; pH=6.5;

DOI:10.1246/bcsj.62.514

Reference yield:

N-<3-(2-furyl)acryloyl>-Gly-Phe-NH2 (26400-34-0) → N-<3-(2-furyl)acryloyl>-Gly-Leu-NH2 (26400-33-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 38.1 percent Spectr_. / carboxypeptidase from yeast (CPase-Y) / dimethylsulfoxide / 3 h / 30 °C / 750060 Torr

2: 68.5 percent Spectr_. / carboxypeptidase from yeast (CPase-Y) / dimethylformamide / 3 h / 35 °C / 750060 Torr / pH=6.5

3: 83.0 percent Spectr_. / thermolysin / dimethylsulfoxide / 6 h / 30 °C / 750.06 Torr / pH=7.0

carboxypeptidase from yeast (CPase-Y); thermolysin; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.62.514

upstream raw materials:

N-<3-(2-furyl)acryloyl>-Gly

(2S)-amino-4-methylpentanamide hydrochloride

N-<3-(2-furyl)acryloyl>glycylphenylalanine

N-<3-(2-furyl)acryloyl>-Gly-Phe-NH2

Downstream raw materials:

N-<3-(2-furyl)acryloyl>-Gly

H-L-Leu-NH₂

Refernces