(2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine

Base Information

Chemical Name:(2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine
CAS No.:176218-82-9
Molecular Formula:C₁₅H₂₀N₄O₂
Molecular Weight:288.349
Hs Code.:

Synonyms:(2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine

Suppliers and Price of (2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine

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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 (2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine

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Technology Process of (2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine

There total 6 articles about (2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine 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: 63.0%

: 177493-31-1
(2S,3R,4S)-<1-Benzyl-3,4-(isopropylidenedioxy)pyrrolidin-2-yl>methyl methanesulfonate

: 176218-82-9
(2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine

: 177493-32-2
(3R,4R,5S)-3-Azido-1-benzyl-4,5-(isopropylidenedioxy)piperidine

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 1h;
DOI:10.1039/p19960000803

Reference yield:

: 217309-46-1
5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose

: 176218-82-9
(2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / NaBH₄ / ethanol / 2 h / Ambient temperature

2: 98 percent / DMAP, pyridine / 2 h / Ambient temperature

3: 85 percent / toluene / 24 h / Heating

4: 93 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

5: 98 percent / DMAP, pyridine / 2 h / Ambient temperature

6: 28 percent / NaN₃ / dimethylformamide / 1 h / 100 °C

With pyridine; dmap; sodium tetrahydroborate; sodium azide; tetrabutyl ammonium fluoride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1039/p19960000803

Reference yield:

: 177493-29-7
5-O-(tert-butyldimethylsilyl)2,3-di-O-isopropylidene-D-ribitol

: 176218-82-9
(2S,3R,4S)-2-azidomethyl-1-benzyl-3,4-(O-isopropylidene)dihydroxypyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / DMAP, pyridine / 2 h / Ambient temperature

2: 85 percent / toluene / 24 h / Heating

3: 93 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

4: 98 percent / DMAP, pyridine / 2 h / Ambient temperature

5: 28 percent / NaN₃ / dimethylformamide / 1 h / 100 °C

With pyridine; dmap; sodium azide; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1039/p19960000803