N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide

Base Information

Chemical Name:N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide
CAS No.:1068601-70-6
Molecular Formula:C₁₅H₂₁NO₂
Molecular Weight:247.337
Hs Code.:

Synonyms:N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide

Chemical Property:

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Technology Process of N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide

There total 1 articles about N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide 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: 86.0%

: 3586-58-1,62607-09-4
2-methylenebutyric acid

: 90-82-4,7009-81-6,90-83-5,6912-63-6
pseudoephedrine

: 1068601-70-6
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; at 23 ℃; for 14h; Inert atmosphere;
DOI:10.1021/ja806021y

Reference yield: 89.0%

: 1068601-70-6
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide

: 591-51-5
phenyllithium

: 74-88-4
methyl iodide

: 1068601-13-7
(2R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylbutanamide

Guidance literature:: N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide; With methyllithium; lithium chloride; In tetrahydrofuran; formaldehyde diethyl acetal; at -78 ℃; Inert atmosphere;

phenyllithium; In tetrahydrofuran; formaldehyde diethyl acetal; dibutyl ether; at -78 - 0 ℃; Inert atmosphere;

methyl iodide; In tetrahydrofuran; formaldehyde diethyl acetal; dibutyl ether; at 0 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ja806021y

Reference yield:

: 1068601-70-6
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide

: 594-19-4
tert.-butyl lithium

: 74-88-4
methyl iodide

: 1068602-33-4
(S)-2-ethyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4,4-tetramethylpentanamide

: (R)-2-ethyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4,4-tetramethylpentanamide

Guidance literature:: N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethylenebutanamide; With methyllithium; lithium chloride; In tetrahydrofuran; formaldehyde diethyl acetal; at -78 ℃; Inert atmosphere;

tert.-butyl lithium; In tetrahydrofuran; formaldehyde diethyl acetal; pentane; at -78 - 0 ℃; Inert atmosphere;

methyl iodide; In tetrahydrofuran; formaldehyde diethyl acetal; pentane; at 0 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ja806021y