(2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol

Base Information

Chemical Name:(2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol
CAS No.:174221-99-9
Molecular Formula:C₂₄H₃₃N₃O₃Si
Molecular Weight:439.63
Hs Code.:

Synonyms:(2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol

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Chemical Property of (2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol

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Technology Process of (2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol

There total 4 articles about (2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol 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:

: 1054639-02-9
Methanesulfonic acid (S)-3-(tert-butyl-diphenyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

: 174221-99-9
(2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 65 ℃; for 12h; Yield given;
DOI:10.1021/jo951444u

Reference yield:

: 79364-35-5
(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

: 174221-99-9
(2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / imidazole, DMAP / dimethylformamide / 24 h / Ambient temperature

2: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 2.) room temperature

3: pyridine / 9 h / Ambient temperature

4: NaN₃ / dimethylformamide / 12 h / 65 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; sodium azide; ozone; In N,N-dimethyl-formamide;
DOI:10.1021/jo951444u

Reference yield:

: 125827-92-1
(2R,3S)-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3,5-tetrol

: 174221-99-9
(2R,3S)-5-azido-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3-triol

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 9 h / Ambient temperature

2: NaN₃ / dimethylformamide / 12 h / 65 °C

With pyridine; sodium azide; In N,N-dimethyl-formamide;
DOI:10.1021/jo951444u