(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol

Base Information

Chemical Name:(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol
CAS No.:234452-00-7
Molecular Formula:C₂₁H₂₅NO
Molecular Weight:307.436
Hs Code.:

Synonyms:(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol

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Chemical Property of (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol

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Technology Process of (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol

There total 5 articles about (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol 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: 71.0%

: 234451-98-0
(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-phenylketone

: 234452-00-7
(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 - 20 ℃; for 1.5h;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M

Reference yield:

: 2627-86-3
(S)-1-phenyl-ethylamine

: 234452-00-7
(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol

Guidance literature:: Multi-step reaction with 4 steps

1: molecular sieves 4 Angstroem / CH₂Cl₂ / 0.5 h / 0 °C

2: TFA; BF₃*Et₂O / CH₂Cl₂ / 5 h / -78 °C

3: 95 percent / H₂; K₂CO₃ / 10 percent Pd/C / methanol / 3 h / 20 °C

4: 71 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / -78 - 20 °C

With lithium aluminium tetrahydride; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 1: Condensation / 2: Cycloaddition / 3: Catalytic hydrogenation / 4: Reduction;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M

Reference yield:

: 1074-12-0
phenylglyoxal hydrate

: 234452-00-7
(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-phenylmethanol

Guidance literature:: Multi-step reaction with 4 steps

1: molecular sieves 4 Angstroem / CH₂Cl₂ / 0.5 h / 0 °C

2: TFA; BF₃*Et₂O / CH₂Cl₂ / 5 h / -78 °C

3: 95 percent / H₂; K₂CO₃ / 10 percent Pd/C / methanol / 3 h / 20 °C

4: 71 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / -78 - 20 °C

With lithium aluminium tetrahydride; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 1: Condensation / 2: Cycloaddition / 3: Catalytic hydrogenation / 4: Reduction;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M