(R)-4-((S)-2-((E)-3-(4-chlorophenyl)acrylaMido)propanaMido)-N1-((S)-1,6-diaMino-1-oxohexan-2-yl)pentanediaMide

Base Information

• Chemical Name: (R)-4-((S)-2-((E)-3-(4-chlorophenyl)acrylaMido)propanaMido)-N1-((S)-1,6-diaMino-1-oxohexan-2-yl)pentanediaMide
• CAS No.: 1340480-93-4
• Molecular Formula: C23H33ClN6O5
• Molecular Weight: 508.99832
• Mol file: 1340480-93-4.mol

Synonyms:(R)-4-((S)-2-((E)-3-(4-chlorophenyl)acrylaMido)propanaMido)-N1-((S)-1,6-diaMino-1-oxohexan-2-yl)pentanediaMide

Chemical Property of (R)-4-((S)-2-((E)-3-(4-chlorophenyl)acrylaMido)propanaMido)-N1-((S)-1,6-diaMino-1-oxohexan-2-yl)pentanediaMide

Chemical Property:

• Melting Point: 215-217 °C
• Boiling Point: 965.7±65.0 °C(Predicted)
• PKA: 12.81±0.46(Predicted)
• Density: 1.279±0.06 g/cm3(Predicted)

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-((S)-2-((E)-3-(4-chlorophenyl)acrylaMido)propanaMido)-N1-((S)-1,6-diaMino-1-oxohexan-2-yl)pentanediaMide

There total 30 articles about (R)-4-((S)-2-((E)-3-(4-chlorophenyl)acrylaMido)propanaMido)-N1-((S)-1,6-diaMino-1-oxohexan-2-yl)pentanediaMide 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: 98.5%

C31H39ClN6O7 → Nα-[4-chlorocinnamoyl-L-alanyl-D-isoglutaminyl]-L-lysine (1340480-93-4)

Guidance literature:

With boron trifluoride diethyl etherate; trifluoroacetic acid; In ethanol; at 20 ℃; for 2h;

Reference yield: 72.0%

Nα-[4-chlorocinnamoyl-L-alanyl-D-isoglutaminyl]-Nε-carbobenzyloxy-L-lysine → Nα-[4-chlorocinnamoyl-L-alanyl-D-isoglutaminyl]-L-lysine (1286246-27-2,1340480-93-4)

Guidance literature:

With boron trifluoride diethyl etherate; trifluoroacetic acid; ethanethiol; at 20 ℃; for 2h;

DOI:10.1016/j.cclet.2011.07.020

Reference yield:

C13H10ClNO4 (131450-55-0) → Nα-[4-chlorocinnamoyl-L-alanyl-D-isoglutaminyl]-L-lysine (1286246-27-2,1340480-93-4)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 29 h / 0 - 20 °C

2: hydrogen bromide; acetic acid / 3 h / 20 °C

3: diisopropyl-carbodiimide / tetrahydrofuran / 25 h / 0 - 20 °C

4: tetrahydrofuran / 29 h / 0 - 20 °C

5: boron trifluoride diethyl etherate; trifluoroacetic acid; ethanethiol / 2 h / 20 °C

With boron trifluoride diethyl etherate; hydrogen bromide; acetic acid; trifluoroacetic acid; ethanethiol; diisopropyl-carbodiimide; In tetrahydrofuran;

DOI:10.1016/j.cclet.2011.07.020

upstream raw materials:

3-(4-chlorophenyl)prop-2-enoic acid

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

Fmoc-Lys(tert-butoxycarbonyl)

N-Fmoc-D-isoglutamine

Refernces

• 1、 Ma, Yao,Zhao, Nan,Liu, Gang. "Conjugate (MTC-220) of muramyl dipeptide analogue and paclitaxel prevents both tumor growth and metastasis in mice". experimental part. p. 2767 - 2777. Retrieved 2011/06/23.