(S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid amide

Base Information

• Chemical Name: (S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid amide
• CAS No.: 149141-70-8
• Molecular Formula: C₂₈H₃₄N₄O₄S
• Molecular Weight: 522.668
• Mol file: 149141-70-8.mol

Synonyms:

Chemical Property of (S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid amide

There total 6 articles about (S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid amide 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:

(S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carbonyl chloride → (S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid amide (149141-70-8)

Guidance literature:

With ammonia; In benzene; Yield given;

DOI:10.1016/S0040-4020(01)89899-9

Reference yield:

(S)-1-((S)-1-Isobutyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl)-pyrrolidine-2-carboxylic acid methyl ester (107290-20-0,107381-03-3) → (S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid amide (149141-70-8)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / benzene / 8 h / 70 °C

2: 81 percent / 0.1 M aq. NaOH / dioxane; H₂O / 18 h / Ambient temperature

3: oxalyl chloride / benzene / 2 h / 45 °C

4: gaseous NH₃ / benzene

With pyridine; sodium hydroxide; oxalyl dichloride; ammonia; In 1,4-dioxane; water; benzene;

DOI:10.1016/S0040-4020(01)89899-9

Reference yield:

(S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid methyl ester (107290-21-1) → (S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid amide (149141-70-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / 0.1 M aq. NaOH / dioxane; H₂O / 18 h / Ambient temperature

2: oxalyl chloride / benzene / 2 h / 45 °C

3: gaseous NH₃ / benzene

With sodium hydroxide; oxalyl dichloride; ammonia; In 1,4-dioxane; water; benzene;

DOI:10.1016/S0040-4020(01)89899-9

upstream raw materials:

(S)-1-((S)-1-Isobutyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl)-pyrrolidine-2-carboxylic acid methyl ester

(S)-1-[(1S,3S)-1-Isobutyl-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-pyrrolidine-2-carboxylic acid methyl ester

isovaleraldehyde