5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol

Base Information

Chemical Name:5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol
CAS No.:301523-26-2
Molecular Formula:C₂₄H₃₅NO₃Si
Molecular Weight:413.632
Hs Code.:

Synonyms:5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol

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Technology Process of 5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol

There total 3 articles about 5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol 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%

: (2S,3R,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol

: 301523-26-2
5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol

Guidance literature:: With tetrachloromethane; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 17h;
DOI:10.1021/jo000527u

Reference yield:

: 1053370-76-5
2,2-Dimethyl-propionic acid (1R,2R)-2-(benzhydryl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-((S)-1,2-dihydroxy-ethyl)-propyl ester

: 301523-26-2
5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol

Guidance literature:: 2,2-Dimethyl-propionic acid (1R,2R)-2-(benzhydryl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-((S)-1,2-dihydroxy-ethyl)-propyl ester; With tetrachloromethane; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃;

With sodium methylate; In methanol; Further stages.;
DOI:10.1021/jo000527u

Reference yield:

: 301523-24-0
(4R,5R,6S)-4-(tert-butyldimethylsiloxymethyl)-6-hydroxymethyl-5-trimethylacetoxy-2,2-diphenyltetrahydro-1,3-oxazine

: 301523-26-2
5-O-tert-butyldimethylsilyl-N-diphenylmethyl-1,4-dideoxy-1,4-imino-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / LiBH₄ / tetrahydrofuran / 96 h / Heating

2: 80 percent / PPh₃; CCl₄; Et₃N / dimethylformamide / 17 h / 20 °C

With tetrachloromethane; lithium borohydride; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Reduction / 2: cyclocondensation;
DOI:10.1021/jo000527u