(1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane

Base Information

Chemical Name:(1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane
CAS No.:810675-89-9
Molecular Formula:C₁₉H₂₃NO
Molecular Weight:281.398
Hs Code.:

Synonyms:(1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane

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Chemical Property of (1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane

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Technology Process of (1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane

There total 5 articles about (1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane 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: 100.0%

: 810675-88-8
(1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-tert-butyldiphenylsilyloxymethyl-1-phenylcyclopropane

: 810675-89-9
(1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/jo048637e

Reference yield:

: (1R,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-phenyl-cyclopropanecarbaldehyde

: 810675-89-9
(1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / CH₂Cl₂ / 2 h / 20 °C

2: 50 percent / MgBr₂ / diethyl ether; tetrahydrofuran; toluene / 8 h / -78 °C

3: 77 percent / Zn; AcOH / CH₂Cl₂ / 3 h / 20 °C

4: 100 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

With tetrabutyl ammonium fluoride; acetic acid; magnesium bromide; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 2: Grignard addition;
DOI:10.1021/jo048637e

Reference yield:

: 810675-86-6
(Z)-N-[(1R,2S)-2-tert-butyldiphenylsilyloxymethyl-2-phenylcyclopropylmethylene]benzylamine N-oxide

: 810675-89-9
(1S,2R)-2-[(S)-1-(benzylamino)ethyl]-1-hydroxymethyl-1-phenylcyclopropane

Guidance literature:: Multi-step reaction with 3 steps

1: 50 percent / MgBr₂ / diethyl ether; tetrahydrofuran; toluene / 8 h / -78 °C

2: 77 percent / Zn; AcOH / CH₂Cl₂ / 3 h / 20 °C

3: 100 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

With tetrabutyl ammonium fluoride; acetic acid; magnesium bromide; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1: Grignard addition;
DOI:10.1021/jo048637e