N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine

Base Information

Chemical Name:N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine
CAS No.:163457-01-0
Molecular Formula:C₃₈H₄₅NO₆
Molecular Weight:611.778
Hs Code.:

Synonyms:N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine

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Chemical Property of N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine

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Technology Process of N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine

There total 5 articles about N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine 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: 81.0%

: 163457-00-9
N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-4',5'-O-isopropylidene-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine

: 163457-01-0
N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/0040-4020(95)00029-8

Reference yield:

: (2S,3S,4R)-2,3,4-Tris-benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyraldehyde

: 163457-01-0
N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine

Guidance literature:: Multi-step reaction with 4 steps

2: 86 percent / ZnCl₂ / acetonitrile / 3 h

3: 91 percent / NaBH₄ / ethanol / 24 h

4: 81 percent / 85 percent trifluoroacetic acid / CH₂Cl₂ / 2 h / Ambient temperature

With sodium tetrahydroborate; trifluoroacetic acid; zinc(II) chloride; In ethanol; dichloromethane; acetonitrile;
DOI:10.1016/0040-4020(95)00029-8

Reference yield:

: 163456-98-2
Benzyl-[(2R,3R,4R)-2,3,4-tris-benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-(Z)-ylidene]-amine

: 163457-01-0
N-benzyl-(2S,4R,1'R,2'R,3'R,4'R)-2-(1',2',3'-tri-O-benzyl-1',2',3',4',5'-pentahydroxy-1'-pentyl)-4-hydroxypiperidine

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / ZnCl₂ / acetonitrile / 3 h

2: 91 percent / NaBH₄ / ethanol / 24 h

3: 81 percent / 85 percent trifluoroacetic acid / CH₂Cl₂ / 2 h / Ambient temperature

With sodium tetrahydroborate; trifluoroacetic acid; zinc(II) chloride; In ethanol; dichloromethane; acetonitrile;
DOI:10.1016/0040-4020(95)00029-8