(1S,6S)-9-[(R)-1-phenylethyl]-pyrido[3,4-b]homotropane

Base Information

Chemical Name:(1S,6S)-9-[(R)-1-phenylethyl]-pyrido[3,4-b]homotropane
CAS No.:895138-27-9
Molecular Formula:C₁₉H₂₂N₂
Molecular Weight:278.397
Hs Code.:

Synonyms:

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Chemical Property of (1S,6S)-9-[(R)-1-phenylethyl]-pyrido[3,4-b]homotropane

Chemical Property:

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Technology Process of (1S,6S)-9-[(R)-1-phenylethyl]-pyrido[3,4-b]homotropane

There total 8 articles about (1S,6S)-9-[(R)-1-phenylethyl]-pyrido[3,4-b]homotropane 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:

: (1S,6S)-3-(2-Oxo-ethyl)-9-((R)-1-phenyl-ethyl)-9-aza-bicyclo[4.2.1]nonane-2-carbaldehyde

: 895138-27-9
(1S,6S)-9-[(R)-1-phenylethyl]-pyrido[3,4-b]homotropane

Guidance literature:: With hydroxylamine hydrochloride; acetic acid; at 105 ℃; for 0.5h;
DOI:10.1021/jm060122n

Reference yield:

: (1S,8S)-(+)-trans-8-[(R)-1-phenylethylamino]cyclooct-4-enol

: 895138-27-9
(1S,6S)-9-[(R)-1-phenylethyl]-pyrido[3,4-b]homotropane

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 5 h / 0 °C

1.2: 61 percent / NaBH₄; aq. NaOH / tetrahydrofuran / 0.5 h / 0 - 20 °C

2.1: 85 percent / oxalyl chloride; triethylamine; DMSO / CH₂Cl₂ / -78 - 25 °C

3.1: KN[Si(CH₃)3]2 / tetrahydrofuran / 0.17 h / -78 °C

3.2: Et₃B / tetrahydrofuran / -78 °C

3.3: 77 percent / tetrahydrofuran / -78 - 20 °C

4.1: 77 percent / t-BuOK / 1,2-dimethoxy-ethane; methanol / 36 h / 50 °C

5.1: 76 percent / DIBAl-H / CH₂Cl₂ / 5 h / 0 - 20 °C

6.1: CF₃CO₂H / CH₂Cl₂ / 0.17 h / 0 °C

6.2: ozone / CH₂Cl₂ / -78 °C

6.3: dimethyl sulfide / CH₂Cl₂ / -78 - 20 °C

7.1: 0.78 g / H₂NOH*HCl; acetic acid / 0.5 h / 105 °C

With oxalyl dichloride; hydroxylamine hydrochloride; potassium tert-butylate; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; 2.1: Moffat-Swern oxidation;
DOI:10.1021/jm060122n

Reference yield:

: 895138-20-2
(1S,6S)-9-[(R)-1-phenylethyl]-9-azabicyclo[4.2.1]nonan-2-one

: 895138-27-9
(1S,6S)-9-[(R)-1-phenylethyl]-pyrido[3,4-b]homotropane

Guidance literature:: Multi-step reaction with 5 steps

1.1: KN[Si(CH₃)3]2 / tetrahydrofuran / 0.17 h / -78 °C

1.2: Et₃B / tetrahydrofuran / -78 °C

1.3: 77 percent / tetrahydrofuran / -78 - 20 °C

2.1: 77 percent / t-BuOK / 1,2-dimethoxy-ethane; methanol / 36 h / 50 °C

3.1: 76 percent / DIBAl-H / CH₂Cl₂ / 5 h / 0 - 20 °C

4.1: CF₃CO₂H / CH₂Cl₂ / 0.17 h / 0 °C

4.2: ozone / CH₂Cl₂ / -78 °C

4.3: dimethyl sulfide / CH₂Cl₂ / -78 - 20 °C

5.1: 0.78 g / H₂NOH*HCl; acetic acid / 0.5 h / 105 °C

With hydroxylamine hydrochloride; potassium tert-butylate; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jm060122n