1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole

Base Information

• Chemical Name: 1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole
• CAS No.: 277317-27-8
• Molecular Formula: C₂₅H₂₉IN₂O₅
• Molecular Weight: 564.42
• Mol file: 277317-27-8.mol

Synonyms:1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole

Chemical Property of 1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole

There total 6 articles about 1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole 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: 98.0%

N5,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole (227084-83-5) → 1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole (277317-27-8)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 25 ℃; for 0.166667h;

DOI:10.1021/jo000297j

Reference yield: 82.0%

→ 1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole (277317-27-8)

Guidance literature:

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butyloxycarbonyl)-5-[(tert-butyloxycarbonyl)amino]-7-(benzyloxy)-4-iodoindole (277317-27-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / DMAP / CH₂Cl₂ / 0.5 h / 25 °C

2: 98 percent / MeONa / methanol; CH₂Cl₂ / 0.17 h / 25 °C

With dmap; sodium methylate; In methanol; dichloromethane; 1: Acylation / 2: amide cleavage;

DOI:10.1021/jo000297j

upstream raw materials:

N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

di-tert-butyl dicarbonate

N⁵,1-Dibenzoyl-5-amino-7-benzyloxyindole

5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

Downstream raw materials:

5-(benzyloxy)-1-(chloromethyl)-3,6-bis(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo[3,2-e]indole

5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-(chloromethyl)-1,2-dihydro-3H-pyrrolo[3,2-e]indole

5-(benzyloxy)-1-(chloromethyl)-1,2-dihydro-3-{5-[[N-(indol-2-yl)carbonyl]amino]indol-2-yl}-carbonyl-3H-pyrrolo[3,2-e]indole

5-(benzyloxy)-1-(chloromethyl)-1,2-dihydro-3-[(3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indol-7-yl)carbonyl]-3H-pyrrolo[3,2-e]indole