(1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

Base Information

Chemical Name:(1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one
CAS No.:1560848-42-1
Molecular Formula:C₂₁H₃₃NO₃Si
Molecular Weight:375.583
Hs Code.:

Synonyms:(1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

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Chemical Property of (1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

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Technology Process of (1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

There total 1 articles about (1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one 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: 23.0%

: 6298-96-0,22038-86-4,35600-82-9,41851-59-6
1(R)-(4-methoxyphenyl)-ethylamine

: 179949-73-6
4-(tert-Butyl-dimethyl-silanyloxy)-2-iodo-cyclohex-2-enone

: 1560848-42-1
(1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

: 1560848-45-4
(1S,5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

: 1560848-48-7
(1S,5R,6R)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

: 1560848-50-1
(1R,5S,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

Guidance literature:: With 1,10-Phenanthroline; caesium carbonate; In toluene; at 96 ℃; for 1h; Temperature; Time; stereoselective reaction;
DOI:10.1021/jo402535j

Reference yield: 73.0%

: 1560848-42-1
(1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

: 1560848-51-2
(1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]hept-3-en-2-one

Guidance literature:: (1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

With N-tert-butylphenylsulfinimidoyl chloride; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jo402535j

Reference yield:

: 1560848-42-1
(1R,5R,6S)-5-[(tert-butyldimethylsilyl)oxy]-7-[(1R)-1-(4-methoxyphenyl)ethyl]-7-azabicyclo[4.1.0]heptan-2-one

: 93752-54-6
LL-C10037α

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: dihydrogen peroxide; N-benzyl-trimethylammonium hydroxide / methanol; tetrahydrofuran; water / 0.5 h / 0 °C

3.1: hydrogen azide / toluene / 0.33 h / 20 °C

4.1: triphenylphosphine / tetrahydrofuran / 2 h / 0 - 20 °C

4.2: 3 h / 20 °C

5.1: 5 h / 0 - 20 °C

6.1: water; tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

With hydrogen azide; tetrabutyl ammonium fluoride; water; dihydrogen peroxide; N-benzyl-trimethylammonium hydroxide; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; water; toluene; 4.1: |Staudinger Azide Reduction / 4.2: |Staudinger Azide Reduction;
DOI:10.1021/jo402535j