5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran

Base Information

• Chemical Name: 5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran
• CAS No.: 936253-02-0
• Molecular Formula: C₃₂H₃₃ClN₆O₇S
• Molecular Weight: 681.169
• Mol file: 936253-02-0.mol

Synonyms:5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran

Chemical Property of 5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran

There total 7 articles about 5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran 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: 70.0%

3-(2-iodoethyl)-1-(p-toluenesulfonyl)indole (936252-49-2) + 5-ethylcarboxyamide-2-(2'-hydroxy-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran (936253-01-9) → 5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran (936253-02-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm061278q

Reference yield:

(1-tosyl-1H-indol-3-yl)ethyl-4-methylbenzenesulfonate (1026746-27-9) → 5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran (936253-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / sodium iodide / dimethylformamide / 60 °C

2: 70 percent / cesium carbonate / dimethylformamide / 20 °C

With caesium carbonate; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm061278q

Reference yield:

2-(2'-amino-6'-chloropurin-9'-yl)-5-carboxy-3,4-O-isopropylidene-tetrahydrofuran (936252-99-2) → 5-ethylcarboxyamide-2-(2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran (936253-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / N,N-diisopropylethylamine; (benzotriazol-1-yloxy)tripyrrolidinophosphonium*PF₆ / dimethylformamide

2: 50 percent / t-butylnitrite / propan-2-ol; H₂O / 20 °C

3: 70 percent / cesium carbonate / dimethylformamide / 20 °C

With tert.-butylnitrite; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; caesium carbonate; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm061278q

upstream raw materials:

3-(2-iodoethyl)-1-(p-toluenesulfonyl)indole

5-ethylcarboxyamide-2-(2'-hydroxy-6'-chloropurin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran

(1-tosyl-1H-indol-3-yl)ethyl-4-methylbenzenesulfonate

2-(2'-amino-6'-chloropurin-9'-yl)-5-carboxy-3,4-O-isopropylidene-tetrahydrofuran

Downstream raw materials:

5-ethylcarboxyamide-2-(6'-amino-2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-purin-9'-yl)-3,4-O-isopropylidene-tetrahydrofuran

5-ethylcarboxyamide-2-(6'-amino-2'-(3''-(1''-(p-toluenesulfonyl)indolyl)ethyloxy)-purin-9'-yl)-tetrahydrofuran