(S)-alpha-Ethyl-1,1-(ethylenedioxy)-alpha-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide

Base Information

Chemical Name:(S)-alpha-Ethyl-1,1-(ethylenedioxy)-alpha-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide
CAS No.:110314-09-5
Molecular Formula:C₂₃H₂₈N₂O₆
Molecular Weight:428.485
Hs Code.:
DSSTox Substance ID:DTXSID901100589

(S)-alpha-Ethyl-1,1-(ethylenedioxy)-alpha-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide

Synonyms:SCHEMBL10766892;ZLCPYYIBJSLXGB-QRQCRPRQSA-N;DTXSID901100589;(S)-alpha-Ethyl-1,1-(ethylenedioxy)-alpha-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide;110314-09-5;Spiro[1,3-dioxolane-2,1'(5'H)-indolizine]-7'-acetamide, alpha-ethyl-2',3'-dihydro-alpha-hydroxy-6'-(hydroxymethyl)-5'-oxo-N-(1-phenylethyl)-, [S-(R*,S*)]-

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Chemical Property of (S)-alpha-Ethyl-1,1-(ethylenedioxy)-alpha-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide

Chemical Property:

XLogP3:0.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:428.19473662
Heavy Atom Count:31
Complexity:794

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCC(C1=C(C(=O)N2CCC3(C2=C1)OCCO3)CO)(C(=O)NC(C)C4=CC=CC=C4)O
Isomeric SMILES:CC[C@](C1=C(C(=O)N2CCC3(C2=C1)OCCO3)CO)(C(=O)N[C@H](C)C4=CC=CC=C4)O

Technology Process of (S)-alpha-Ethyl-1,1-(ethylenedioxy)-alpha-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide

There total 2 articles about (S)-alpha-Ethyl-1,1-(ethylenedioxy)-alpha-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide 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:

: 110351-94-5
(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

: 110314-09-5
(S)-α-Ethyl-1,1-(ethylenedioxy)-α-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide

Guidance literature:

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 102978-41-6
4'-ethyl-1',4',7',8'-tetrahydro-4'-hydroxy-3'H,10'H-spiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione

: 110314-08-4
C₂₃H₂₈N₂O₆

: 110314-09-5
(S)-α-Ethyl-1,1-(ethylenedioxy)-α-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide

Guidance literature:: at 70 ℃; for 20h;
DOI:10.1021/jm00395a024

Reference yield:

: 110314-09-5
(S)-α-Ethyl-1,1-(ethylenedioxy)-α-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide

: 7689-03-4,91926-09-9
camptothecin

Guidance literature:: Multi-step reaction with 3 steps

1: p-toluenesulfonica acid / acetic acid / 7 h / 70 °C

2: 2N aq. sulfuric acid / 1,2-dimethoxy-ethane / 8 h / 50 °C

3: 57 percent / p-toluenesulfonic acid / toluene / 2 h / Heating

With sulfuric acid; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; acetic acid; toluene;
DOI:10.1021/jm00395a024