11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin

Base Information

Chemical Name:11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin
CAS No.:845863-41-4
Molecular Formula:C₃₂H₃₀O₉
Molecular Weight:558.585
Hs Code.:

Synonyms:11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin

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Chemical Property of 11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin

Chemical Property:

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Technology Process of 11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin

There total 5 articles about 11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin 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:

: 762-72-1
allyl-trimethyl-silane

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

: 845863-41-4
11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1021/jm0495733

Reference yield:

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

: 845863-41-4
11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Et₃N / CH₂Cl₂

2: BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane;
DOI:10.1021/jm0495733

Reference yield:

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

: 845863-41-4
11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin

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: BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

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