4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

Base Information

Chemical Name:4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin
CAS No.:692755-51-4
Molecular Formula:C₃₀H₄₀N₄O₉SSi
Molecular Weight:660.821
Hs Code.:

Synonyms:4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

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Chemical Property of 4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

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Technology Process of 4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

There total 4 articles about 4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-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: 61.0%

: 692755-50-3
4β-(3-chloropropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

: 692755-71-8
3-Azido-propane-1-sulfonic acid [(5S,5aS,8aR,9R)-9-(4-hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-amide

: 692755-51-4
4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 60h;
DOI:10.1021/jm031117b

Reference yield:

: 117507-84-3
(5R,5aR,8aS,9S)-9-amino-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

: 692755-51-4
4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / imidazole / dimethylformamide / 17 h

2: 88 percent / DABCO / CH₂Cl₂ / 22 h / 20 °C

3: 20 percent / NaN₃ / dimethylformamide / 60 h / 60 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; sodium azide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm031117b

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 692755-51-4
4β-(3-azidopropyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / imidazole / dimethylformamide / 17 h

2: 88 percent / DABCO / CH₂Cl₂ / 22 h / 20 °C

3: 20 percent / NaN₃ / dimethylformamide / 60 h / 60 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; sodium azide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm031117b