Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester

Base Information

Chemical Name:Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester
CAS No.:207281-54-7
Molecular Formula:C₂₅H₃₃NO₆SSi
Molecular Weight:503.692
Hs Code.:

Synonyms:Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester

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Chemical Property of Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester

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Technology Process of Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester

There total 5 articles about Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester 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: 89.0%

: 124-63-0
methanesulfonyl chloride

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

: 207281-54-7
Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; 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

: 207281-54-7
Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 5 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

5: 89 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

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

Reference yield:

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

: 207281-54-7
Methanesulfonic acid (1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 4 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

4: 89 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

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