(2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)pyrrolidine

Base Information

Chemical Name:(2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)pyrrolidine
CAS No.:174222-02-7
Molecular Formula:C₂₇H₄₃NO₂Si₂
Molecular Weight:469.815
Hs Code.:

Synonyms:(2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)pyrrolidine

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Chemical Property of (2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)pyrrolidine

Chemical Property:

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Technology Process of (2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)pyrrolidine

There total 7 articles about (2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)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:

: 125827-92-1
(2R,3S)-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidenepentane-1,2,3,5-tetrol

: 174222-02-7
(2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 9 h / Ambient temperature

2: NaN₃ / dimethylformamide / 12 h / 65 °C

3: 96 percent / aq. HOAc / 24 h / Ambient temperature

4: 89 percent / imidazole, DMAP / tetrahydrofuran / 24 h / Ambient temperature

5: 98 percent / pyridine / 9 h / Ambient temperature

6: 1.) PPh₃, 2.) aq. NaOH / 1.) THF, room temperature, 7 h, 2.) reflux, 36 h

With pyridine; 1H-imidazole; dmap; sodium hydroxide; sodium azide; acetic acid; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo951444u

Reference yield:

: 160998-95-8
(2R,3S)-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-hexene-1,2,3-triol

: 174222-02-7
(2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 2.) room temperature

2: pyridine / 9 h / Ambient temperature

3: NaN₃ / dimethylformamide / 12 h / 65 °C

4: 96 percent / aq. HOAc / 24 h / Ambient temperature

5: 89 percent / imidazole, DMAP / tetrahydrofuran / 24 h / Ambient temperature

6: 98 percent / pyridine / 9 h / Ambient temperature

7: 1.) PPh₃, 2.) aq. NaOH / 1.) THF, room temperature, 7 h, 2.) reflux, 36 h

With pyridine; 1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; sodium azide; ozone; acetic acid; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo951444u

Reference yield:

: 1054639-02-9
Methanesulfonic acid (S)-3-(tert-butyl-diphenyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

: 174222-02-7
(2S,3S)-2-<(tert-butyldimethylsiloxy)methyl>-3-(tert-butyldiphenylsiloxy)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: NaN₃ / dimethylformamide / 12 h / 65 °C

2: 96 percent / aq. HOAc / 24 h / Ambient temperature

3: 89 percent / imidazole, DMAP / tetrahydrofuran / 24 h / Ambient temperature

4: 98 percent / pyridine / 9 h / Ambient temperature

5: 1.) PPh₃, 2.) aq. NaOH / 1.) THF, room temperature, 7 h, 2.) reflux, 36 h

With pyridine; 1H-imidazole; dmap; sodium hydroxide; sodium azide; acetic acid; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo951444u