(2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide

Base Information

Chemical Name:(2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide
CAS No.:389086-21-9
Molecular Formula:C₃₄H₅₃NO₆Si₂
Molecular Weight:627.969
Hs Code.:

Synonyms:(2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide

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Chemical Property of (2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide

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Technology Process of (2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide

There total 5 articles about (2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide 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: 94.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 389086-20-8
(2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-5,6-(dimethylmethylenedioxy)-7-hydroxy-2-heptenamide

: 389086-21-9
(2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;
DOI:10.1016/S0040-4020(02)01380-7

Reference yield:

: 26685-74-5
1-O-benzyl-3,4-O-isopropylidene-β-L-ribopyranose

: 389086-21-9
(2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / imidazole / dimethylformamide / 16 h / 0 °C

2: 83 percent / hydrogen / Pd(OH)2 / ethanol / 48 h

3: 90 percent / benzene / 39 h / Heating

4: 94 percent / imidazole / dimethylformamide / 12 h / 0 - 20 °C

With 1H-imidazole; hydrogen; palladium dihydroxide; In ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(02)01380-7

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 389086-21-9
(2E,4R,5S,6S)-N-methoxy-N-methyl-4-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyl)oxy-5,6-(dimethylmethylenedioxy)-2-heptenamide

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / imidazole / dimethylformamide / 16 h / 0 °C

2: 83 percent / hydrogen / Pd(OH)2 / ethanol / 48 h

3: 90 percent / benzene / 39 h / Heating

4: 94 percent / imidazole / dimethylformamide / 12 h / 0 - 20 °C

With 1H-imidazole; hydrogen; palladium dihydroxide; In ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(02)01380-7