(3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride

Base Information

Chemical Name:(3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride
CAS No.:1047672-26-3
Molecular Formula:C₁₇H₁₉N₃O₂S*ClH
Molecular Weight:365.884
Hs Code.:

Synonyms:(3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride

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Chemical Property of (3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride

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Technology Process of (3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride

There total 6 articles about (3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride 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:

: C₁₀H₆N₂OS

: 25333-42-0
(R)-quinuclidin-3-ol

: 1047672-26-3
(3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride

Guidance literature:: C₁₀H₆N₂OS; (R)-quinuclidin-3-ol; In N,N-dimethyl-formamide; toluene; for 2h; Reflux;

With hydrogenchloride; In ethanol; ethyl acetate;
DOI:10.1016/j.bmc.2014.04.031

Reference yield:

: 64399-23-1
ethyl 4-phenyl-2-aminothiazole-5-carboxylate

: 1047672-26-3
(3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid; sodium nitrite / water / 0 °C

1.2: 1 h / 0 - 5 °C

2.1: sodium hydroxide / ethanol / 6 h / Reflux

3.1: triethylamine; diphenyl phosphoryl azide / toluene / 0.67 h / 20 °C

4.1: toluene / 1 h / 90 °C

5.1: toluene; N,N-dimethyl-formamide / 2 h / Reflux

With sulfuric acid; diphenyl phosphoryl azide; triethylamine; sodium hydroxide; sodium nitrite; In ethanol; water; N,N-dimethyl-formamide; toluene; 4.1: |Curtius Rearrangement;
DOI:10.1016/j.bmc.2014.04.031

Reference yield:

: 99822-80-7
ethyl 4-phenyl-1,3-thiazole-5-carboxylate

: 1047672-26-3
(3R)-1-azabicyclo[2.2.2]oct-3-yl (4-phenyl-1,3-thiazol-5-yl)carbamate hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide / ethanol / 6 h / Reflux

2: triethylamine; diphenyl phosphoryl azide / toluene / 0.67 h / 20 °C

3: toluene / 1 h / 90 °C

4: toluene; N,N-dimethyl-formamide / 2 h / Reflux

With diphenyl phosphoryl azide; triethylamine; sodium hydroxide; In ethanol; N,N-dimethyl-formamide; toluene; 3: |Curtius Rearrangement;
DOI:10.1016/j.bmc.2014.04.031