L-Alaninamide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N-[4-[[[[2- (3-hydroxypropyl)-3-oxazolidinyl]carbonyl]oxy]methyl]phenyl]-

Base Information

• Chemical Name: L-Alaninamide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N-[4-[[[[2- (3-hydroxypropyl)-3-oxazolidinyl]carbonyl]oxy]methyl]phenyl]-
• CAS No.: 873923-28-5
• Molecular Formula: C₃₂H₄₅N₅O₉
• Molecular Weight: 643.737
• Mol file: 873923-28-5.mol

Synonyms:

Chemical Property of L-Alaninamide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N-[4-[[[[2- (3-hydroxypropyl)-3-oxazolidinyl]carbonyl]oxy]methyl]phenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Alaninamide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N-[4-[[[[2- (3-hydroxypropyl)-3-oxazolidinyl]carbonyl]oxy]methyl]phenyl]-

There total 5 articles about L-Alaninamide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N-[4-[[[[2- (3-hydroxypropyl)-3-oxazolidinyl]carbonyl]oxy]methyl]phenyl]- 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: 88.0%

2-(3-Hydroxy-propyl)-oxazolidine-3-carboxylic acid 4-[(S)-2-((S)-2-amino-3-methyl-butyrylamino)-propionylamino]-benzyl ester (873923-27-4) + 6-maleimidohexanoic acid N-hydroxylsuccinimide ester (55750-63-5) → 2-(3-Hydroxy-propyl)-oxazolidine-3-carboxylic acid 4-((S)-2-{(S)-2-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-methyl-butyrylamino}-propionylamino)-benzyl ester (873923-28-5)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.09.081

Reference yield:

2-(3-(tert-butyldiphenylsilyloxy)propyl)oxazolidine (873923-25-2) → 2-(3-Hydroxy-propyl)-oxazolidine-3-carboxylic acid 4-((S)-2-{(S)-2-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-methyl-butyrylamino}-propionylamino)-benzyl ester (873923-28-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / CH₂Cl₂ / 2 h / -78 °C

1.2: 61 percent / CH₂Cl₂ / -78 - 20 °C

2.1: piperidine / dimethylformamide

3.1: dimethylformamide

4.1: 82 percent / TBAF / tetrahydrofuran

5.1: 88 percent / dimethylformamide

With piperidine; pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.09.081

Reference yield:

2-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-oxazolidine-3-carboxylic acid 4-(2-amino-propionylamino)-benzyl ester (873923-26-3) → 2-(3-Hydroxy-propyl)-oxazolidine-3-carboxylic acid 4-((S)-2-{(S)-2-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-methyl-butyrylamino}-propionylamino)-benzyl ester (873923-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: dimethylformamide

2: 82 percent / TBAF / tetrahydrofuran

3: 88 percent / dimethylformamide

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.09.081

upstream raw materials:

2-(3-Hydroxy-propyl)-oxazolidine-3-carboxylic acid 4-[(S)-2-((S)-2-amino-3-methyl-butyrylamino)-propionylamino]-benzyl ester

6-maleimidohexanoic acid N-hydroxylsuccinimide ester

2-(3-(tert-butyldiphenylsilyloxy)propyl)oxazolidine

2-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-oxazolidine-3-carboxylic acid 4-(2-amino-propionylamino)-benzyl ester

Downstream raw materials:

2-(3-Oxo-propyl)-oxazolidine-3-carboxylic acid 4-((S)-2-{(S)-2-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-methyl-butyrylamino}-propionylamino)-benzyl ester