(S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate

Base Information

• Chemical Name: (S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate
• CAS No.: 204133-80-2
• Molecular Formula: C₂₇H₁₉N₃O₈
• Molecular Weight: 513.463
• Mol file: 204133-80-2.mol

Synonyms:(S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate

Chemical Property of (S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate

There total 2 articles about (S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate 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: 94.0%

4-Nitrophenyl chloroformate (7693-46-1) + camptothecin (7689-03-4,91926-09-9) → (S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate (204133-80-2)

Guidance literature:

With dmap; In dichloromethane; at 0 ℃;

DOI:10.1016/j.ejmech.2014.07.073

Reference yield:

bis-(p-nitrophenyl) carbonate (5070-13-3) + camptothecin (7689-03-4,91926-09-9) → (S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate (204133-80-2)

Guidance literature:

With dmap; In dichloromethane; for 7h; Inert atmosphere;

Reference yield: 82.0%

(S)-6-allyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoic acid (146982-27-6) + (S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate (204133-80-2) + chlorambucil (305-03-3) → C41H45Cl2N5O8

Guidance literature:

(S)-6-allyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoic acid; With 2-chlorotrityl resin; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1.5h; Cl-Trt resin Inert atmosphere;

With methanol; In dichloromethane; for 0.5h; Cl-Trt resin

(S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4’:6,7]indolizino[1,2-b]quinolin-4-yl(4-nitrophenyl)carbonate; chlorambucil; Further stages;

DOI:10.1016/j.ejmech.2014.07.073

upstream raw materials:

4-Nitrophenyl chloroformate

camptothecin

bis-(p-nitrophenyl) carbonate