3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl ester

Base Information

• Chemical Name: 3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl ester
• CAS No.: 176967-11-6
• Molecular Formula: C₃₁H₃₈N₂O₈
• Molecular Weight: 566.651
• Mol file: 176967-11-6.mol

Synonyms:3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl ester

Chemical Property of 3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl ester

There total 2 articles about 3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl 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: 87.0%

t-butyl malonate (541-16-2) + (E)-3-(1-Benzyl-1H-indol-3-yl)-2-nitro-acrylic acid ethyl ester (176967-10-5) → 3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl ester (176967-11-6)

Guidance literature:

With potassium tert-butylate; In dichloromethane; for 1h; Ambient temperature;

DOI:10.3987/com-95-7327

Reference yield:

1-Benzylindole-3-carboxaldehyde (10511-51-0) → 3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl ester (176967-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / TiCl₄, pyridine / tetrahydrofuran / 24 h / Ambient temperature

2: 87 percent / t-BuOK / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; potassium tert-butylate; titanium tetrachloride; In tetrahydrofuran; dichloromethane;

DOI:10.3987/com-95-7327

Reference yield: 92.0%

3-(1-Benzyl-1H-indol-3-yl)-2-tert-butoxycarbonyl-4-nitro-pentanedioic acid 1-tert-butyl ester 5-ethyl ester (176967-11-6) → 2-Amino-3-(1-benzyl-1H-indol-3-yl)-4-tert-butoxycarbonyl-pentanedioic acid 5-tert-butyl ester 1-ethyl ester (176967-12-7)

Guidance literature:

With hydrogen; W-2 Raney Ni; In ethanol; for 15h; under 760 Torr;

DOI:10.3987/com-95-7327

upstream raw materials:

t-butyl malonate

(E)-3-(1-Benzyl-1H-indol-3-yl)-2-nitro-acrylic acid ethyl ester

1-Benzylindole-3-carboxaldehyde

Downstream raw materials:

2-Amino-3-(1-benzyl-1H-indol-3-yl)-4-tert-butoxycarbonyl-pentanedioic acid 5-tert-butyl ester 1-ethyl ester