(2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol

Base Information

Chemical Name:(2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol
CAS No.:1632124-95-8
Molecular Formula:C₁₆H₂₀N₄O₄
Molecular Weight:332.359
Hs Code.:

Synonyms:(2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol

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Chemical Property of (2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol

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Technology Process of (2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol

There total 4 articles about (2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol 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:

: 111193-66-9
(3aR,4R,6aS)-2,2-Dimethyl-4-(toluene-4-sulfonyloxymethyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid benzyl ester

: 1632124-95-8
(2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 2.5h;
DOI:10.3998/ark.5550190.p008.492

Reference yield:

: 111265-96-4
(2R,3R,4S)-1-(benzyloxycarbonyl)-2-(hydroxymethyl)pyrrolidine-3,4-diol 3,4-O-isopropylidene acetal

: 1632124-95-8
(2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 12 h / 20 °C

2: sodium azide / N,N-dimethyl-formamide / 2.5 h / 50 °C

With pyridine; sodium azide; In N,N-dimethyl-formamide;
DOI:10.3998/ark.5550190.p008.492

Reference yield:

: C₁₇H₂₃NO₆

: 1632124-95-8
(2R,3R,4S)-N-benzyloxycarbonyl-2-azidomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium periodate / tetrahydrofuran; water / 0.75 h / 0 °C

2: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

3: pyridine / 12 h / 20 °C

4: sodium azide / N,N-dimethyl-formamide / 2.5 h / 50 °C

With pyridine; sodium tetrahydroborate; sodium periodate; sodium azide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.3998/ark.5550190.p008.492