4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate

Base Information

Chemical Name:4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate
CAS No.:1384108-33-1
Molecular Formula:C₂₀H₂₀N₃O₆P
Molecular Weight:429.369
Hs Code.:

Synonyms:4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate

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Chemical Property of 4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate

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Technology Process of 4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate

There total 7 articles about 4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate 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: 67.6%

: 1384108-32-0
tert-butyl 2-(7-acetyl-9-(4-(diethoxyphosphoryloxy)phenyl)-3-oxo-1Hpyrrolo[3,4-b]indolizin-2(3H)-yl)ethyl carbamate

: 1384108-33-1
4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate

Guidance literature:: With trimethylsilyl bromide; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1039/c2cc31377d

Reference yield:

: 1292324-01-6
tert-butyl 2-(7-acetyl-9-(4-(tert-butyldimethylsilyloxy)phenyl)-3-oxo-1H-pyrrolo[3,4-β]indolizin-2(3H)-yl)ethylcarbamate

: 1384108-33-1
4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; hydrogen fluoride / tetrahydrofuran

2: dmap; iodine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: trimethylsilyl bromide / dichloromethane / 20 °C / Inert atmosphere

With pyridine; dmap; trimethylsilyl bromide; hydrogen fluoride; iodine; In tetrahydrofuran; dichloromethane; 2: Arbuzov reaction;
DOI:10.1039/c2cc31377d

Reference yield:

: C₁₅H₂₂O₂Si

: 1384108-33-1
4-(7-acetyl-2-(2-aminoethyl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]indolizin-9-yl)phenyl dihydrogen phosphate

Guidance literature:: Multi-step reaction with 8 steps

1: acetic acid; sodium sulfate / dichloromethane / 20 °C

2: sodium tetrahydroborate / methanol / 0 °C

3: triethylamine / dichloromethane / -78 °C

4: dichloromethane / 60 °C

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene

6: pyridine; hydrogen fluoride / tetrahydrofuran

7: dmap; iodine / dichloromethane / 0 - 20 °C / Inert atmosphere

8: trimethylsilyl bromide / dichloromethane / 20 °C / Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; trimethylsilyl bromide; hydrogen fluoride; iodine; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium sulfate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; 7: Arbuzov reaction;
DOI:10.1039/c2cc31377d