6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole

Base Information

Chemical Name:6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole
CAS No.:1420218-17-2
Molecular Formula:C₂₀H₂₉NOSi
Molecular Weight:327.542
Hs Code.:

Synonyms:6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole

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Chemical Property of 6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole

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Technology Process of 6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole

There total 5 articles about 6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole 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: 68.0%

: 1420218-15-0
(6-azido-4-phenyl-2-vinylhexa-2,3-dienyloxy)-tert-butyldimethylsilane

: 1420218-17-2
6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole

Guidance literature:: In toluene; at 110 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.032

Reference yield:

: 113986-29-1
3-azido-1-phenyl-propan-1-one

: 1420218-17-2
6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 °C / Inert atmosphere

2.1: dmap / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3.1: zinc(II) chloride / tetrahydrofuran / 1.33 h / 20 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: toluene / 1 h / 110 °C / Inert atmosphere

With dmap; n-butyllithium; zinc(II) chloride; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/j.tet.2012.12.032

Reference yield:

: C₁₈H₂₇N₃O₂Si

: 1420218-17-2
6-(((tert-butyldimethylsilyl)oxy)methyl)-3a-phenyl-2,3,3a,4-tetrahydrocyclopenta[b]pyrrole

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: zinc(II) chloride / tetrahydrofuran / 1.33 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: toluene / 1 h / 110 °C / Inert atmosphere

With dmap; zinc(II) chloride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tet.2012.12.032