McMMAE

Base Information

• Chemical Name: McMMAE
• CAS No.: 863971-24-8
• Molecular Formula: C49H78N6O10
• Molecular Weight: 911.193
• Mol file: 863971-24-8.mol

Synonyms:

Chemical Property of McMMAE

Chemical Property:

• Boiling Point: 1025.2±65.0 °C(Predicted)
• PKA: 13.63±0.46(Predicted)
• PSA: 195.20000
• Density: 1.144±0.06 g/cm3(Predicted)
• LogP: 4.91180

Purity/Quality:

98%,99%, ^*data from raw suppliers

Mc-MMAE 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of McMMAE

There total 2 articles about McMMAE 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: 63.0%

2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid (55750-53-3) + [3H]-Vedotin (474645-27-7,1057314-02-9) → 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-((S)-1-(((S)-1-(((3R,4S,5S)-1-((S)-2-((1R,2R)-3-(((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidin-1-yl)-3-methoxy-5-methyl-1-oxoheptan-4-yl)(methyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)-N-methylhexanamide (863971-24-8)

Guidance literature:

With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.3390/cancers12030744

Reference yield:

6-aminohexanoic acid (60-32-2,93208-38-9) → 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-((S)-1-(((S)-1-(((3R,4S,5S)-1-((S)-2-((1R,2R)-3-(((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidin-1-yl)-3-methoxy-5-methyl-1-oxoheptan-4-yl)(methyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)-N-methylhexanamide (863971-24-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 6 h / 120 °C

2: N-ethyl-N,N-diisopropylamine; diethyl cyanophosphonate / dichloromethane / 20 °C

With diethyl cyanophosphonate; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.3390/cancers12030744

Reference yield:

6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-((S)-1-(((S)-1-(((3R,4S,5S)-1-((S)-2-((1R,2R)-3-(((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidin-1-yl)-3-methoxy-5-methyl-1-oxoheptan-4-yl)(methyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)-N-methylhexanamide (863971-24-8) + trastuzumab → Trastuzumab-MC-MMAE

Guidance literature:

trastuzumab; With sodium borate; sodium chloride; diothiothreitol; In water; at 37 ℃; for 0.5h; pH=8.0;

With diethylenetriaminopentaacetic acid;

6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-((S)-1-(((S)-1-(((3R,4S,5S)-1-((S)-2-((1R,2R)-3-(((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidin-1-yl)-3-methoxy-5-methyl-1-oxoheptan-4-yl)(methyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)-N-methylhexanamide; With 5,5'-dithiobis-(2-nitrobenzoic acid); more than 3 stages;

upstream raw materials:

2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid

[3H]-Vedotin

6-aminohexanoic acid

Refernces

• 1、 -. "BIOLOGICAL MATERIALS AND USES THEREOF". Page/Page column 75. . Retrieved 2016/06/06.