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

Base Information

Chemical Name:(2S,3R,1'S,2'S,3'R)-3-Benzyloxy-2-<1',2',3'-tris(benzyloxy)-4'-<(tert-butyldiphenylsilyl)oxy>butyl>pyrrolidine
CAS No.:140201-64-5
Molecular Formula:C₅₂H₅₉NO₅Si
Molecular Weight:806.13
Hs Code.:

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

There total 9 articles about (2S,3R,1'S,2'S,3'R)-3-Benzyloxy-2-<1',2',3'-tris(benzyloxy)-4'-<(tert-butyldiphenylsilyl)oxy>butyl>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:

: 140201-63-4
(2R,3S,4R,5R,6R)-2,3,4,6-Tetra-O-benzyl-1-O-(tert-butyldiphenylsilyl)-1,2,3,4,5,6-hexahydroxy-5-O-(methylsulfonyl)-8-N-phthaloyloctan-8-amine

: 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

Guidance literature:: With hydrazine hydrate; In ethanol; for 5h; Heating;
DOI:10.1021/jo00037a043

Reference yield:

: 100-39-0
benzyl bromide

: 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

Guidance literature:: Multi-step reaction with 8 steps

1: 1. NaH / 1.) DMF, 2.) DMF, r.t., 24 h

2: 1.) ozone, 2.) PPh₃ / 1.) CH₂Cl₂

3: LiAlH₄ / diethyl ether / 24 h / 0 deg C to r.t.

4: 85 percent / PPh₃, DEAD / tetrahydrofuran / a) 0 deg C to r.t., b) r.t., 24 h

5: 97 percent / 25percent HCl / methanol / 2 h / 60 °C

6: 81 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

7: 91 percent / DMAP, pyridine / a) 0 deg C, 1 h, b) 0 deg C to r.t., c) r.t., 18 h

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

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; sodium hydride; ozone; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide;
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

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

Guidance literature:: Multi-step reaction with 3 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

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