(+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester

Base Information

• Chemical Name: (+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester
• CAS No.: 1185258-52-9
• Molecular Formula: C₂₂H₂₆N₄O₇S
• Molecular Weight: 490.537
• Mol file: 1185258-52-9.mol

Synonyms:(+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester

Chemical Property of (+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester

There total 4 articles about (+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester 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: 90.0%

(+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-isobutylamino-propyl ester (1185258-51-8) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → (+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester (1185258-52-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 26h; Inert atmosphere;

DOI:10.1016/j.tet.2009.05.089

Reference yield:

5-amino-1H-indole (5192-03-0) → (+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester (1185258-52-9)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 10 h / 20 °C / Inert atmosphere

3: isopropyl alcohol / 34 h / 20 °C

4: triethylamine / dichloromethane / 26 h / 20 °C / Inert atmosphere

With triethylamine; In dichloromethane; isopropyl alcohol;

DOI:10.1016/j.tet.2009.05.089

Reference yield:

(1H-indol-5-yl)-carbamic acid 4-nitro-phenyl ester (163487-27-2) → (+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl ester (1185258-52-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 10 h / 20 °C / Inert atmosphere

2: isopropyl alcohol / 34 h / 20 °C

3: triethylamine / dichloromethane / 26 h / 20 °C / Inert atmosphere

With triethylamine; In dichloromethane; isopropyl alcohol;

DOI:10.1016/j.tet.2009.05.089

upstream raw materials:

5-amino-1H-indole

(1H-indol-5-yl)-carbamic acid 4-nitro-phenyl ester

(+)-(1H-indol-5-yl)-carbamic acid (R)-oxiranylmethyl ester

(+)-(1H-indol-5-yl)-carbamic acid (2R)-hydroxy-3-isobutylamino-propyl ester