(2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine

Base Information

Chemical Name:(2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine
CAS No.:140201-66-7
Molecular Formula:C₃₈H₄₀F₃NO₆
Molecular Weight:663.734
Hs Code.:

Synonyms:(2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine

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Chemical Property of (2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine

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Technology Process of (2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine

There total 10 articles about (2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine 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: 93.0%

: 140201-65-6
(2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-<(tert-butyldiphenylsilyl)oxy>butyl>-N-(trifluoroacetyl)pyrrolidine

: 140201-66-7
(2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 48h; Ambient temperature;
DOI:10.1021/jo00037a043

Reference yield:

: 140201-61-2
(2R,3S,4S,5R,6R)-2,3,4,6-Tetra-O-benzyl-1,2,3,4,5,6-hexahydroxy-8-N-phthaloyloctan-8-amine

: 140201-66-7
(2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

2: 91 percent / DMAP, pyridine / a) 0 deg C, 1 h, b) 0 deg C to r.t., c) r.t., 18 h

3: hydrazine-hydrate / ethanol / 5 h / Heating

4: DMAP, pyridine / 3 h / Ambient temperature

5: 93 percent / TBAF / tetrahydrofuran / 48 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; hydrazine hydrate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00037a043

Reference yield:

: 140201-64-5
(2S,3R,1'S,2'S,3'R)-3-Benzyloxy-2-<1',2',3'-tris(benzyloxy)-4'-<(tert-butyldiphenylsilyl)oxy>butyl>pyrrolidine

: 140201-66-7
(2S,3R,1'S,2'S,3'R)-3-(Benzyloxy)-2-<1',2',3'-tris(benzyloxy)-4'-hydroxybutyl>-N-(trifluoroacetyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP, pyridine / 3 h / Ambient temperature

2: 93 percent / TBAF / tetrahydrofuran / 48 h / Ambient temperature

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/jo00037a043