Synthesis of (2 R,5 S)-dihydroxymethyl-(3 R,4 R)-dihydroxypyrrolidine (DGDP) via stereoselective amination using chlorosulfonyl isocyanate

A stereoselective approach for synthesizing (2 R,5 S)-dihydroxymethyl-(3 R,4 R)-dihydroxypyrrolidine 1 (2,5-dideoxy-2,5-imino- d-glucitol, DGDP) was achieved using a seven-step approach starting from 2,3,4,6-tetra- O-benzyl- d-mannose ( 7). Key steps for the preparation of the title compound 1 invol...

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Veröffentlicht in:	Carbohydrate research 2007-08, Vol.342 (11), p.1502-1509
Hauptverfasser:	Kim, In Su, Kim, Sin Jung, Lee, Jae Koo, Li, Qing Ri, Jung, Young Hoon
Format:	Artikel
Sprache:	eng
Schlagworte:	2,5-Dideoxy-2,5-imino- d-glucitol Alkaloids - chemical synthesis Amination Chlorosulfonyl isocyanate Derris - chemistry DGDP Imino Furanoses - chemical synthesis Isocyanates - chemistry Mannitol - analogs & derivatives Mannitol - chemical synthesis Pyrrolidines - chemical synthesis Stereoisomerism
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