(1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol

Base Information

Chemical Name:(1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol
CAS No.:179238-80-3
Molecular Formula:C₂₁H₂₆N₂OS
Molecular Weight:354.516
Hs Code.:

Synonyms:(1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol

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Chemical Property of (1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol

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Technology Process of (1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol

There total 1 articles about (1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol 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: 72.0%

: 100-39-0
benzyl bromide

: 176896-76-7
(1S,2S,5S)-2-hydroxy-3-(thiazol-2-ylmethylimino)pinane

: 179238-80-3
(1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -80 ℃; for 1h;
DOI:10.1055/s-1996-4259

Reference yield:

: 179238-80-3
(1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol

: 144774-97-0
[R-(-)-2-phenyl-1-(2-thiazolyl)ethylamine]

Guidance literature:: With sodium hydroxide; hydroxylamine hydrochloride; acetic acid; In methanol; at 0 ℃; for 5h;
DOI:10.1055/s-1996-4259

Reference yield:

: 179238-80-3
(1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol

: 77119-85-8
N-(tert-butoxycarbonyl)-D-phenylalaninal

Guidance literature:: Multi-step reaction with 3 steps

1: NaOH, hydroxylamine hydrochloride, HOAc / methanol / 5 h / 0 °C

2: dioxane / Ambient temperature

3: 1.) 4A molecular sieves, MeOTf, 2.) NaBH₄, 3.) CuO, CuCl₂

With sodium hydroxide; sodium tetrahydroborate; 4 A molecular sieve; hydroxylamine hydrochloride; acetic acid; methyl trifluoromethanesulfonate; copper(II) oxide; copper dichloride; In 1,4-dioxane; methanol;
DOI:10.1055/s-1996-4259