(S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione

Base Information

• Chemical Name: (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione
• CAS No.: 1292809-58-5
• Molecular Formula: C₂₃H₂₂N₆O₇S
• Molecular Weight: 526.53
• Mol file: 1292809-58-5.mol

Synonyms:(S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione

Chemical Property of (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione

There total 5 articles about (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione 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:

4-nitrophenyl azide (1516-60-5) + (S)-5-((2-(methoxymethyl)pyrrolidin-1-yl)sulfonyl)-1-(prop-2-yn-1-yl)indoline-2,3-dione (1292809-64-3) → (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione (1292809-58-5) + (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)indoline-2,3-dione (1292809-50-7)

Guidance literature:

In methanol; at 70 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.01.110

Reference yield:

(S)-3,3-dichloro-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indolin-2-one (220428-23-9) → (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione (1292809-58-5) + (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)indoline-2,3-dione (1292809-50-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water; acetic acid / 90 °C

2.1: caesium carbonate / acetonitrile / 0.17 h / 20 °C

2.2: 4 h / 20 °C

3.1: methanol / 70 °C / Inert atmosphere

With caesium carbonate; In methanol; water; acetic acid; acetonitrile; 3.1: Huisgen cycloaddition reaction;

DOI:10.1016/j.bmcl.2011.01.110

Reference yield:

3,3-dichloro-2-oxoindoline-5-sulfonyl chloride (93783-15-4) → (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione (1292809-58-5) + (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)indoline-2,3-dione (1292809-50-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; chloroform / 0 - 20 °C / Inert atmosphere

2.1: water; acetic acid / 90 °C

3.1: caesium carbonate / acetonitrile / 0.17 h / 20 °C

3.2: 4 h / 20 °C

4.1: methanol / 70 °C / Inert atmosphere

With caesium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; chloroform; water; acetic acid; acetonitrile; 4.1: Huisgen cycloaddition reaction;

DOI:10.1016/j.bmcl.2011.01.110

upstream raw materials:

4-nitrophenyl azide

(S)-5-((2-(methoxymethyl)pyrrolidin-1-yl)sulfonyl)-1-(prop-2-yn-1-yl)indoline-2,3-dione

(S)-3,3-dichloro-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indolin-2-one

3,3-dichloro-2-oxoindoline-5-sulfonyl chloride