(1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene

Base Information

Chemical Name:(1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene
CAS No.:511521-57-6
Molecular Formula:C₂₅H₃₅N₃OSi
Molecular Weight:421.658
Hs Code.:

Synonyms:(1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene

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Chemical Property of (1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene

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Technology Process of (1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene

There total 3 articles about (1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene 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: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 511521-53-2
(1S,5S)-2R-phenyl-2-(7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-en-8-yl)-ethanol

: 511521-57-6
(1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene

Guidance literature:: (1S,5S)-2R-phenyl-2-(7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-en-8-yl)-ethanol; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1021/jo026711s

Reference yield:

: 109-04-6
2-bromo-pyridine

: 511521-57-6
(1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; diethyl ether / 0.5 h / -70 °C

1.2: 97 percent / diethyl ether / 5 h / -70 °C

2.1: NaH / tetrahydrofuran / 0 - 20 °C

2.2: 95 percent / tetrahydrofuran / 16 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/jo026711s

Reference yield:

: 88056-92-2
(-)-2-cyano-6-phenyloxazolopiperidine

: 511521-57-6
(1S,5S)-8-[2-(tert-butyl-dimethyl-silanyloxy)-(1R)-phenyl-ethyl]-7-pyridin-2-yl-6,8-diazabicyclo[3.2.1]oct-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; diethyl ether / 0.5 h / -70 °C

1.2: 97 percent / diethyl ether / 5 h / -70 °C

2.1: NaH / tetrahydrofuran / 0 - 20 °C

2.2: 95 percent / tetrahydrofuran / 16 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/jo026711s