[(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane
CAS No.:868744-94-9
Molecular Formula:C₂₀H₃₉N₃OSi
Molecular Weight:365.635
Hs Code.:

Synonyms:[(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

There total 4 articles about [(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane 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: 76.0%

: 868744-80-3
(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-2-en-1-ol

: 868744-94-9
[(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With tris-(2-chloro-ethyl)-amine; triphenylphosphine; diethylazodicarboxylate; In benzene; at 0 - 20 ℃; for 6h;
DOI:10.1021/ol052034n

Reference yield:

: 868744-88-1
(E)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-2-en-1-ol

: 868744-94-9
[(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

: [(E)-(S)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With tris-(2-chloro-ethyl)-amine; triphenylphosphine; diethylazodicarboxylate; In benzene; at 0 - 20 ℃; Title compound not separated from byproducts.;
DOI:10.1021/jo800817p

Reference yield:

: 76782-82-6
tert-Butyldimethyl(prop-2-ynyloxy)silane

: 868744-94-9
[(E)-(R)-2-Azido-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiEt₃BH; Cp₂ZrCl₂ / tetrahydrofuran / 1 h / 20 °C

1.2: 83 percent / I₂ / tetrahydrofuran / 0.25 h / 20 °C

2.1: t-BuLi / diethyl ether; pentane / 2.5 h / -78 - 20 °C

2.2: diethyl ether; pentane / 3 h / -78 °C

3.1: 76 percent / HN₃; DEAD; PPh₃ / benzene / 6 h / 0 - 20 °C

With zirconocene dichloride; tris-(2-chloro-ethyl)-amine; tert.-butyl lithium; lithium triethylborohydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; pentane; benzene; 3.1: Mitsunobu reaction;
DOI:10.1021/ol052034n