(1'S,2'S,3S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylpent-4-enamide

Base Information

• Chemical Name: (1'S,2'S,3S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylpent-4-enamide
• CAS No.: 1154743-78-8
• Molecular Formula: C₂₁H₂₅NO₂
• Molecular Weight: 323.435

Synonyms:(1'S,2'S,3S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylpent-4-enamide

Chemical Property of (1'S,2'S,3S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylpent-4-enamide

Chemical Property:

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Technology Process of (1'S,2'S,3S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylpent-4-enamide

There total 1 articles about (1'S,2'S,3S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylpent-4-enamide 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: 65.0%

bromobenzene (108-86-1,52753-63-6) + (1'S,2'S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylpenta-2,4-dienamide → (1'S,2'S,3S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylpent-4-enamide (1154743-78-8)

Guidance literature:

bromobenzene; With tert.-butyl lithium; In hexane;

(1'S,2'S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylpenta-2,4-dienamide; With lithium chloride; In tetrahydrofuran; hexane; dibutyl ether; at -105 - 20 ℃;

With ammonium chloride; In tetrahydrofuran; hexane; dibutyl ether; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/jo900397w

Reference yield: 88.0%

(1'S,2'S,3S)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylpent-4-enamide (1154743-78-8) → (S)-3-phenylpent-4-en-1-ol (1154743-87-9)

Guidance literature:

With n-butyllithium; borane-ammonia complex; diisopropylamine; In tetrahydrofuran; at 0 ℃; optical yield given as %ee;

DOI:10.1021/jo900397w

upstream raw materials:

bromobenzene

Downstream raw materials:

(S)-3-phenylpent-4-en-1-ol

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