(2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine

Base Information

Chemical Name:(2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine
CAS No.:306297-26-7
Molecular Formula:C₂₈H₃₂N₄O₃
Molecular Weight:472.587
Hs Code.:

Synonyms:(2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine

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Chemical Property of (2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine

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Technology Process of (2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine

There total 2 articles about (2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine 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: 87.0%

: Methanesulfonic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-1-methyl-pyrrolidin-2-ylmethyl ester

: 306297-26-7
(2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine

Guidance literature:: With sodium azide; sodium iodide; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 5h;

Reference yield:

: 162895-66-1
5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine

: 306297-26-7
(2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 156 mg / NaN₃; NaI / dimethylformamide / 5 h

With pyridine; sodium azide; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo049355h