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

Base Information

Chemical Name:11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-(p-nitrophenyl)carbonate
CAS No.:845863-33-4
Molecular Formula:C₃₆H₂₉NO₁₄
Molecular Weight:699.625
Hs Code.:

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

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Chemical Property of 11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-(p-nitrophenyl)carbonate

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Technology Process of 11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-(p-nitrophenyl)carbonate

There total 5 articles about 11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin 4-(p-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: 97.0%

: 7693-46-1
4-Nitrophenyl chloroformate

: 642409-85-6
11-oxo-13-deoxo-4'-benzyloxycarbonyl-4'-demethylepipodophyllotoxin

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

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃;
DOI:10.1021/jm0495733

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Et₃N / CH₂Cl₂

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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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