11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate

Base Information

Chemical Name:11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate
CAS No.:845863-37-8
Molecular Formula:C₃₅H₃₈N₂O₁₁
Molecular Weight:662.694
Hs Code.:

Synonyms:11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate

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Chemical Property of 11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate

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Technology Process of 11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate

There total 6 articles about 11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate 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: 79.0%

: 109-55-7
1-amino-3-(dimethylamino)propane

: 845863-33-4
11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-(p-nitrophenyl)carbonate

: 845863-37-8
11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 1.3h;
DOI:10.1021/jm0495733

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 845863-37-8
11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Et₃N / CH₂Cl₂

2: 97 percent / pyridine / CH₂Cl₂ / 20 °C

3: 79 percent / Et₃N / CH₂Cl₂ / 1.3 h / 20 °C

With pyridine; triethylamine; In dichloromethane;
DOI:10.1021/jm0495733

Reference yield:

: 153230-77-4
4,4'-bis(tert-butyldimethylsilyl)-4'-O-demethylepipodophyllol

: 845863-37-8
11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-[N-[3-(N',N'-dimethylaminopropyl)]]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-methylmorpholine N-oxide; tetrapropylammonium perruthenate; molecular sieves / CH₂Cl₂ / 2 h

1.2: tetrabutylammonium fluoride / tetrahydrofuran / 0.33 h

2.1: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 23 h

3.1: 82 percent / Et₃N / CH₂Cl₂

4.1: 97 percent / pyridine / CH₂Cl₂ / 20 °C

5.1: 79 percent / Et₃N / CH₂Cl₂ / 1.3 h / 20 °C

With pyridine; molecular sieve; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm0495733