(S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid

Base Information

• Chemical Name: (S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid
• CAS No.: 1403506-23-9
• Molecular Formula: C₂₃H₂₅ClN₄O₇S
• Molecular Weight: 536.993
• Mol file: 1403506-23-9.mol

Synonyms:(S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid

Chemical Property of (S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid

There total 12 articles about (S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid 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)ethyl-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-yl amino)propanoate (1403506-24-0) → (S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid (1403506-23-9)

Guidance literature:

With ethanol; sodium hydroxide;

Reference yield:

(R)-phenyl glycidyl ether (71031-03-3,71031-02-2) → (S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid (1403506-23-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydroxide / water / 0.17 h / 10 - 20 °C

1.2: 15 h / 45 - 50 °C

2.1: ammonium formate / palladium 10% on activated carbon / 1 h / 20 °C / Reflux; Cooling with dry ice

3.1: triethylamine / dichloromethane / 4 h

4.1: ammonium chloride; iron / ethanol / 80 - 85 °C

5.1: ammonia / isopropyl alcohol / 110 °C / Sealed tube

6.1: potassium carbonate / Reflux

7.1: sodium hydroxide; ethanol

With ethanol; ammonia; ammonium formate; iron; potassium carbonate; ammonium chloride; triethylamine; sodium hydroxide; palladium 10% on activated carbon; In ethanol; dichloromethane; water; isopropyl alcohol;

Reference yield:

4-Chloro-2-nitroaniline (89-63-4) → (S)-3-(2-carbamoyl-5-chloro-3-(2-(phenoxymethyl)morpholinosulfonyl)-1H-indol-7-ylamino)propanoic acid (1403506-23-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: potassium hydroxide / ethanol; water / 0 - 10 °C / Industry scale

1.2: 0.5 h / -5 - 0 °C

2.1: Polyphosphoric acid (PPA) / 110 °C

3.1: acetic anhydride; sulfuric acid / 0 - 20 °C

3.2: 0 - 20 °C

4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 12 h / 10 °C

5.1: triethylamine / dichloromethane / 4 h

6.1: ammonium chloride; iron / ethanol / 80 - 85 °C

7.1: ammonia / isopropyl alcohol / 110 °C / Sealed tube

8.1: potassium carbonate / Reflux

9.1: sodium hydroxide; ethanol

With oxalyl dichloride; ethanol; sulfuric acid; ammonia; acetic anhydride; iron; potassium carbonate; ammonium chloride; triethylamine; potassium hydroxide; sodium hydroxide; N,N-dimethyl-formamide; In ethanol; dichloromethane; water; isopropyl alcohol;

upstream raw materials:

(R)-phenyl glycidyl ether

4-Chloro-2-nitroaniline

phenol

(S)-2-(phenoxymethyl)morpholine

Refernces