4-β-amino-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

Base Information

• Chemical Name: 4-β-amino-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin
• CAS No.: 692755-45-6
• Molecular Formula: C₂₇H₃₅NO₇Si
• Molecular Weight: 513.663

Synonyms:4-β-amino-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

Chemical Property of 4-β-amino-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

Chemical Property:

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Technology Process of 4-β-amino-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

There total 1 articles about 4-β-amino-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: 80.0%

(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 (117507-84-3) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-β-amino-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin (692755-45-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 17h;

DOI:10.1021/jm031117b

Reference yield: 98.0%

1-piperidinesulfonyl chloride (35856-62-3) + 4-β-amino-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin (692755-45-6) → 4β-(1-piperidino)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin (692755-62-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 20 ℃; for 28h;

DOI:10.1021/jm031117b

Reference yield: 98.0%

4-methylsulfinylbenzenesulfonyl chloride (82964-91-8) + 4-β-amino-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin (692755-45-6) → 4β-(4-methylsulfonylphenyl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin (692755-52-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jm031117b

upstream raw materials:

(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

tert-butyldimethylsilyl chloride

Downstream raw materials:

4β-(1-piperidino)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

4β-(thiophen-2-yl)sulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

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

4β-n-butylsulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin

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