(3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate

Base Information

Chemical Name:(3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate
CAS No.:1349697-02-4
Molecular Formula:C₂₄H₄₃NO₄Si₂
Molecular Weight:465.781
Hs Code.:

Synonyms:(3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate

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Chemical Property of (3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate

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Technology Process of (3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate

There total 11 articles about (3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate 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:

: C₃₂H₄₉NO₇Si₂

: 1349697-02-4
(3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate

Guidance literature:: With 20% palladium hydroxide on charcoal; hydrogen; In methanol; at 20 ℃; for 24h; under 3878.71 Torr;
DOI:10.1016/j.tet.2011.09.084

Reference yield:

: 1349697-01-3
(3R,4R,5R)-5-(benzyloxycarbonylamino)-4,6-bis(tert-butyldimethylsilyloxy)hex-1-en-3-yl benzoate

: 1349697-02-4
(3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: ozone / methanol / -78 °C

2: 20% palladium hydroxide on charcoal; hydrogen / methanol / 24 h / 20 °C / 3878.71 Torr

With 20% palladium hydroxide on charcoal; hydrogen; ozone; In methanol;
DOI:10.1016/j.tet.2011.09.084

Reference yield:

: 1029529-50-7
(R,E)-N-(1-(tert-butyldimethylsilyloxy)-6-chloro-3-oxohex-4-en-2-yl)benzamide

: 1349697-02-4
(3R,4R,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-3-yl benzoate

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: -78 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C

3.2: 5 h / 0 °C

4.1: water; sodium hydrogencarbonate / dichloromethane / 48 h / 20 °C / Cooling with ice

5.1: ozone / methanol / -78 °C

6.1: 20% palladium hydroxide on charcoal; hydrogen / methanol / 24 h / 20 °C / 3878.71 Torr

With 1H-imidazole; 20% palladium hydroxide on charcoal; water; hydrogen; sodium hydride; sodium hydrogencarbonate; ozone; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil; 4.1: Schotten-Baumann reaction;
DOI:10.1016/j.tet.2011.09.084