2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione
CAS No.:207281-52-5
Molecular Formula:C₂₄H₃₁NO₄Si
Molecular Weight:425.6
Hs Code.:

Synonyms:2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione

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Chemical Property of 2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione

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Technology Process of 2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione

There total 4 articles about 2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione 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: 72.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 161525-69-5
(2S,3S)-4-phenyl-3-phthalimidobutane-1,2-diol

: 207281-52-5
2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jo9720851

Reference yield:

: 78571-81-0,81096-89-1,85531-71-1,99883-80-4,128575-26-8,116949-62-3
(R,R)-3-(phenylmethyl)oxiranemethanol

: 207281-52-5
2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 4 steps

1: Ti(OiPr)2(N₃)2 / benzene / 0.25 h / 70 - 80 °C

2: 63 percent / H₂ / Pd/C / methanol / 24 h / 760 Torr / Ambient temperature

3: 1.) PyBOP, i-Pr₂NEt / 1.) THF, room temperature, 3 h, 2.) 85 deg C, overnight

4: 72 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With 1H-imidazole; diisopropoxytitanium diazide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo9720851

Reference yield:

: 116949-67-8
(2S,3S)-2-azido-1-phenyl-butane-3,4-diol

: 207281-52-5
2-[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / H₂ / Pd/C / methanol / 24 h / 760 Torr / Ambient temperature

2: 1.) PyBOP, i-Pr₂NEt / 1.) THF, room temperature, 3 h, 2.) 85 deg C, overnight

3: 72 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With 1H-imidazole; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo9720851