(1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol

Base Information

• Chemical Name: (1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol
• CAS No.: 1260890-62-7
• Molecular Formula: C₁₅H₂₃NO
• Molecular Weight: 233.354
• Mol file: 1260890-62-7.mol

Synonyms:(1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol

Chemical Property of (1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol

There total 8 articles about (1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol 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,2S)-ethyl 2-((S)-1-phenylethylamino)cyclohexanecarboxylate (191986-95-5) → (1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol (1260890-62-7)

Guidance literature:

(1S,2S)-ethyl 2-((S)-1-phenylethylamino)cyclohexanecarboxylate; With lithium borohydride; In tetrahydrofuran; at 15 ℃; for 12h; Reflux; Inert atmosphere;

With acetic acid; In tetrahydrofuran; at 5 - 15 ℃; for 0.5h;

With sodium hydroxide; In tetrahydrofuran; water; pH=~ 8.7;

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → (1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol (1260890-62-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ytterbium(III) triflate / n-heptane / 3 h / Reflux

2.1: sodium tetrahydroborate; acetic acid / acetonitrile / 2 - 22 °C / Inert atmosphere

2.2: pH ~ 8

3.1: sodium t-butanolate / tert-butyl alcohol; tetrahydrofuran / 5 h / 6 - 22 °C / Inert atmosphere

4.1: lithium borohydride / tetrahydrofuran / 12 h / 15 °C / Reflux; Inert atmosphere

4.2: 0.5 h / 5 - 15 °C

4.3: pH ~ 8.7

With sodium tetrahydroborate; lithium borohydride; acetic acid; sodium t-butanolate; ytterbium(III) triflate; In tetrahydrofuran; n-heptane; acetonitrile; tert-butyl alcohol;

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) → (1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol (1260890-62-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ytterbium(III) triflate / n-heptane / 3 h / Reflux

2.1: sodium tetrahydroborate; acetic acid / acetonitrile / 2 - 22 °C / Inert atmosphere

2.2: pH ~ 8

3.1: sodium t-butanolate / tert-butyl alcohol; tetrahydrofuran / 5 h / 6 - 22 °C / Inert atmosphere

4.1: lithium borohydride / tetrahydrofuran / 12 h / 15 °C / Reflux; Inert atmosphere

4.2: 0.5 h / 5 - 15 °C

4.3: pH ~ 8.7

With sodium tetrahydroborate; lithium borohydride; acetic acid; sodium t-butanolate; ytterbium(III) triflate; In tetrahydrofuran; n-heptane; acetonitrile; tert-butyl alcohol;

upstream raw materials:

(S)-1-phenyl-ethylamine

ethyl 2-oxocyclohexane carboxylate

2-(S-1-phenylethylamino)-cyclohex-1-enecarboxylic acid ethyl ester

(1S,2S)-ethyl 2-((S)-1-phenylethylamino)cyclohexanecarboxylate hydrochloride

Downstream raw materials:

ethyl 2-(((1S,2S)-2-(hydroxymethyl)cyclohexyl)((S)-1-phenylethyl)amino)acetate

(1S,2S)-2-amino-cyclohexylmethanol

phenylmethyl-(2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride

ethyl 2-(((1S,2S)-2-((methylsulfonyloxy)methyl)cyclohexyl)((S)-1-phenylethyl)amino)acetate

Refernces