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

Base Information

Chemical Name:(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(S)-methylmethanol
CAS No.:234451-90-2
Molecular Formula:C₁₆H₂₃NO
Molecular Weight:245.365
Hs Code.:

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

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

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

There total 4 articles about (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(S)-methylmethanol 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: 98.0%

: 676-58-4
methylmagnesium chloride

: 215674-17-2
(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-carboxaldehyde

: 234451-90-2
(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(S)-methylmethanol

Guidance literature:: methylmagnesium chloride; With cerium(III) chloride; In tetrahydrofuran; at -78 ℃; for 1h;

(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-carboxaldehyde; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M

Reference yield:

: 223505-12-2
(1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid ethyl ester

: 234451-90-2
(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(S)-methylmethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / H₂ / 10 percent Pd/C / ethanol / 20 °C / 760 Torr

2.1: LiAlH₄ / tetrahydrofuran / 20 °C

3.1: 92 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: cerium chloride / tetrahydrofuran / 1 h / -78 °C

4.2: 98 percent / tetrahydrofuran / -78 - 20 °C

With lithium aluminium tetrahydride; cerium(III) chloride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Catalytic hydrogenation / 2.1: Reduction / 3.1: Oxidation / 4.1: transmetallation / 4.2: Addition;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M

Reference yield:

: 223473-32-3
(1S,3R,4R)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>heptane-3-carboxylic acid ethyl ester

: 234451-90-2
(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(S)-methylmethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiAlH₄ / tetrahydrofuran / 20 °C

2.1: 92 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: cerium chloride / tetrahydrofuran / 1 h / -78 °C

3.2: 98 percent / tetrahydrofuran / -78 - 20 °C

With lithium aluminium tetrahydride; cerium(III) chloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Reduction / 2.1: Oxidation / 3.1: transmetallation / 3.2: Addition;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M