N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine

Base Information

• Chemical Name: N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine
• CAS No.: 1346115-07-8
• Molecular Formula: C₃₀H₃₃N₅O₆
• Molecular Weight: 559.622
• Mol file: 1346115-07-8.mol

Synonyms:N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine

Chemical Property of N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine

There total 5 articles about N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine 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: 30.0%

Boc-Glu(OBzl)-OH (13574-13-5) + 1-methyl-β-carboline-3-carboxylic acid hydrazide → N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine (1346115-07-8)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 13h; pH=9.5;

DOI:10.1016/j.ejmech.2011.09.027

Reference yield:

1-methyl-β-carboline-3-carboxylic acid methyl ester (16641-82-0) → N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine (1346115-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / methanol; chloroform / 2 h / 60 °C

2: 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 13 h / 0 - 20 °C / pH 9.5

With 4-methyl-morpholine; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; chloroform;

DOI:10.1016/j.ejmech.2011.09.027

Reference yield:

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → N-(1-methyl-β-caboline-3-carbonyl)-N'-[Boc-(γ-OBzl-glutamoyl)]-hydrazine (1346115-07-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid / 8 h / 20 °C

1.2: 2 h / 4 °C / pH 6 - 7

2.1: thionyl chloride / 12 h / 0 - 20 °C

2.2: 2 h / 4 °C

3.1: potassium permanganate / N,N-dimethyl-formamide / 18 h / 0 - 20 °C

4.1: hydrazine hydrate / methanol; chloroform / 2 h / 60 °C

5.1: 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 13 h / 0 - 20 °C / pH 9.5

With 4-methyl-morpholine; potassium permanganate; thionyl chloride; sulfuric acid; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2011.09.027

upstream raw materials:

Boc-Glu(OBzl)-OH

1-methyl-β-carboline-3-carboxylic acid methyl ester

L-Tryptophan

(1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid