L-Threoninamide, N-[(2R,4R)-2,4-dimethyl-1-oxooctyl]-N-methyl-L-leucyl-N-[(1S)-1-[[(2S)- 2-[[(2S)-2,5-dihydro-2-methyl-5-oxo-1H-pyrrol-1-yl]carbonyl]-1-pyrrolidin yl]carbonyl]-2-methylpropyl]-N-methyl-

Base Information

• Chemical Name: L-Threoninamide, N-[(2R,4R)-2,4-dimethyl-1-oxooctyl]-N-methyl-L-leucyl-N-[(1S)-1-[[(2S)- 2-[[(2S)-2,5-dihydro-2-methyl-5-oxo-1H-pyrrol-1-yl]carbonyl]-1-pyrrolidin yl]carbonyl]-2-methylpropyl]-N-methyl-
• CAS No.: 194933-50-1
• Molecular Formula: C37H63N5O7
• Mol file: 194933-50-1.mol

Synonyms:

Chemical Property of L-Threoninamide, N-[(2R,4R)-2,4-dimethyl-1-oxooctyl]-N-methyl-L-leucyl-N-[(1S)-1-[[(2S)- 2-[[(2S)-2,5-dihydro-2-methyl-5-oxo-1H-pyrrol-1-yl]carbonyl]-1-pyrrolidin yl]carbonyl]-2-methylpropyl]-N-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Threoninamide, N-[(2R,4R)-2,4-dimethyl-1-oxooctyl]-N-methyl-L-leucyl-N-[(1S)-1-[[(2S)- 2-[[(2S)-2,5-dihydro-2-methyl-5-oxo-1H-pyrrol-1-yl]carbonyl]-1-pyrrolidin yl]carbonyl]-2-methylpropyl]-N-methyl-

There total 13 articles about L-Threoninamide, N-[(2R,4R)-2,4-dimethyl-1-oxooctyl]-N-methyl-L-leucyl-N-[(1S)-1-[[(2S)- 2-[[(2S)-2,5-dihydro-2-methyl-5-oxo-1H-pyrrol-1-yl]carbonyl]-1-pyrrolidin yl]carbonyl]-2-methylpropyl]-N-methyl- 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: 55.0%

(S)-2-[((2S,3R)-2-{(S)-2-[((2R,4R)-2,4-Dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyryl)-methyl-amino]-3-methyl-butyric acid (194933-39-6) + (S)-5-Methyl-1-((S)-pyrrolidine-2-carbonyl)-1,5-dihydro-pyrrol-2-one; compound with trifluoro-acetic acid → microcolin C (194933-50-1)

Guidance literature:

With bromo-tris-dimethylamino-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1021/jo970387x

Reference yield:

t-Boc-L-valine (13734-41-3) → microcolin C (194933-50-1)

Guidance literature:

Multi-step reaction with 11 steps

1: 91 percent / NaH / tetrahydrofuran / 24 h / Ambient temperature

2: 98 percent / diethyl ether / 0 °C

3: 92 percent / HCl / dioxane / 1.5 h / Ambient temperature

4: 72.2 percent / BOP-Cl, NEt₃ / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 96 percent / HCl / dioxane / 1.5 h / Ambient temperature

6: 45 percent / BOP, DIPEA / acetonitrile / 3 h / Ambient temperature

7: 99 percent / HCl / dioxane / 1.5 h / Ambient temperature

8: 49 percent / BOP-Cl, NEt₃ / CH₂Cl₂ / 1.5 h / Ambient temperature

9: 90 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 12 h

10: 96 percent / H₂ / Pd/C / ethanol / 6 h / Ambient temperature

11: 55 percent / BrOP, DIPEA / CH₂Cl₂ / 12 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jo970387x

Reference yield:

Boc-N-Me-Val-OH (45170-31-8) → microcolin C (194933-50-1)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / diethyl ether / 0 °C

2: 92 percent / HCl / dioxane / 1.5 h / Ambient temperature

3: 72.2 percent / BOP-Cl, NEt₃ / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 96 percent / HCl / dioxane / 1.5 h / Ambient temperature

5: 45 percent / BOP, DIPEA / acetonitrile / 3 h / Ambient temperature

6: 99 percent / HCl / dioxane / 1.5 h / Ambient temperature

7: 49 percent / BOP-Cl, NEt₃ / CH₂Cl₂ / 1.5 h / Ambient temperature

8: 90 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 12 h

9: 96 percent / H₂ / Pd/C / ethanol / 6 h / Ambient temperature

10: 55 percent / BrOP, DIPEA / CH₂Cl₂ / 12 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jo970387x

upstream raw materials:

(S)-2-[((2S,3R)-2-{(S)-2-[((2R,4R)-2,4-Dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyryl)-methyl-amino]-3-methyl-butyric acid

t-Boc-L-valine

Boc-N-Me-Val-OH

methyl (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-3-methylbutanoate