2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-1,3-dione

Base Information

Chemical Name:2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-1,3-dione
CAS No.:1311161-44-0
Molecular Formula:C₃₃H₃₇NO₅Si
Molecular Weight:555.746
Hs Code.:

Synonyms:2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-1,3-dione

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Chemical Property of 2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-1,3-dione

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Technology Process of 2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-1,3-dione

There total 5 articles about 2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-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: 80.0%

: 136918-14-4,85-41-6
phthalimide

: 1311161-40-6
(4S,5R)-1-(2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-(tert-butyldiphenylsilyloxy)-1(S)-ethan-1-ol

: 1311161-44-0
2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-1,3-dione

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 6h;
DOI:10.1016/j.tetlet.2011.04.015

Reference yield:

: 1311161-38-2
C₉H₁₄O₄

: 1311161-44-0
2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / dichloromethane / 20 °C

2: lithium tri-t-butoxyaluminum hydride / ethanol / 2 h / -78 °C

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 6 h / 25 °C

With 1H-imidazole; di-isopropyl azodicarboxylate; lithium tri-t-butoxyaluminum hydride; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; 3: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2011.04.015

Reference yield:

: 1311161-37-1
(4R,5R)-1-(2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-(tert-butyldiphenylsilyloxy)ethan-1-one

: 1311161-44-0
2-((S)-2-(tert-butyldiphenylsilyloxy)-2-((4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)ethyl)isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1: lithium tri-t-butoxyaluminum hydride / ethanol / 2 h / -78 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 6 h / 25 °C

With di-isopropyl azodicarboxylate; lithium tri-t-butoxyaluminum hydride; triphenylphosphine; In tetrahydrofuran; ethanol; 2: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2011.04.015