(2S,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine

Base Information

Chemical Name:(2S,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine
CAS No.:1147545-77-4
Molecular Formula:C₁₆H₁₉N₅O₂
Molecular Weight:313.359
Hs Code.:

Synonyms:(2S,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine

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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,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine

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Technology Process of (2S,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine

There total 1 articles about (2S,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine 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: 77.0%

: 1-C-cyano-5-azido-1-N-benzylamino-1,5-dideoxy-2,3-O-isopropylidene-D-ribose

: 1147545-77-4
(2S,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine

: 1147545-67-2
(2R,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine

Guidance literature:: With pyridine; methanesulfonyl chloride; at 80 ℃; for 3h;
DOI:10.1016/j.tet.2009.01.108

Reference yield: 46.0%

: 1147545-77-4
(2S,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine

: 1357516-67-6
(2S,3S,4R,5S)-5-(aminomethyl)-1-benzyl-2-cyano-3,4-O-isopropylidenepyrrolidine-3,4-diol

Guidance literature:: (2S,3S,4R,5S)-5-azidomethyl-1-N-benzyl-2-cyano-3,4-dihydroxy-3,4-O-isopropylidenepyrrolidine; With ethylmagnesium bromide; methyltriisopropoxytitanium(IV); In tetrahydrofuran; diethyl ether; at 20 ℃; for 1h;

With boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; at 20 ℃; for 1h; Further stages;
DOI:10.1016/j.tet.2011.12.024