trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide

Base Information

• Chemical Name: trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide
• CAS No.: 506436-04-0
• Molecular Formula: C₂₂H₂₇N₃O₂
• Molecular Weight: 365.475

Synonyms:trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide

Chemical Property of trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide

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Technology Process of trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide

There total 4 articles about trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide 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: 19.0%

N-[2-cyano-2-(1-phenyl-ethylamino)-cyclohexyl]-benzamide → trans-(αR,1R,2R)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide (506436-03-9) + trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide (506436-04-0)

Guidance literature:

With sulfuric acid; at -20 ℃; for 240h;

DOI:10.1016/S0957-4166(02)00610-9

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide (506436-04-0)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / toluene / 5.5 h / Heating

2: ZnCl₂ / hexane / 3 h / 0 °C

3: 8 percent / conc. H₂SO₄ / 240 h / -20 °C

With sulfuric acid; toluene-4-sulfonic acid; zinc(II) chloride; In hexane; toluene;

DOI:10.1016/S0957-4166(02)00610-9

Reference yield:

2-benzamidocyclohexanone (137858-58-3) → trans-(αR,1S,2S)-2-benzoylamino-1-(1-phenylethylamino)cyclohexanecarboxamide (506436-04-0)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / toluene / 5.5 h / Heating

2: ZnCl₂ / hexane / 3 h / 0 °C

3: 8 percent / conc. H₂SO₄ / 240 h / -20 °C

With sulfuric acid; toluene-4-sulfonic acid; zinc(II) chloride; In hexane; toluene;

DOI:10.1016/S0957-4166(02)00610-9

upstream raw materials:

(R)-1-phenyl-ethyl-amine

2-benzamidocyclohexanone

(E)-2-{(RS)-[N-(R)-1-phenylethyl]benzoylamino}cyclohexaneimine

Downstream raw materials:

trans-(1S,2S)-1-amino-2-benzoylaminocyclohexanecarboxamide

trans-(1S,2S)-1,2-diaminocyclohexanecarboxylic acid

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