11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-4-desoxypodophyllotoxin

Base Information

Chemical Name:11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-4-desoxypodophyllotoxin
CAS No.:845863-44-7
Molecular Formula:C₃₅H₄₀N₂O₉
Molecular Weight:632.711
Hs Code.:

Synonyms:11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-4-desoxypodophyllotoxin

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Chemical Property of 11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-4-desoxypodophyllotoxin

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Technology Process of 11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-4-desoxypodophyllotoxin

There total 7 articles about 11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-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:

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

: 845863-44-7
11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-4-desoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / Et₃N / CH₂Cl₂

2: BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

3: N-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 3 h / 20 °C

4: Pb(OAc)4 / benzene / 3 h / 20 °C

5: 60 percent / AcOH; NaCNBH₃ / methanol / 3 h / 20 °C

With lead(IV) acetate; osmium(VIII) oxide; boron trifluoride diethyl etherate; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; triethylamine; In methanol; dichloromethane; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jm0495733

Reference yield:

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

: 845863-44-7
11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-4-desoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 7 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

5.1: N-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 3 h / 20 °C

6.1: Pb(OAc)4 / benzene / 3 h / 20 °C

7.1: 60 percent / AcOH; NaCNBH₃ / methanol / 3 h / 20 °C

With lead(IV) acetate; osmium(VIII) oxide; molecular sieve; tetrapropylammonium perruthennate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jm0495733

Reference yield:

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

: 845863-44-7
11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-[2-[[2-(N',N'-dimethylamino)ethyl]amino]ethyl]-4-desoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 4 steps

1: BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

2: N-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 3 h / 20 °C

3: Pb(OAc)4 / benzene / 3 h / 20 °C

4: 60 percent / AcOH; NaCNBH₃ / methanol / 3 h / 20 °C

With lead(IV) acetate; osmium(VIII) oxide; boron trifluoride diethyl etherate; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; In methanol; dichloromethane; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jm0495733