(+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide

Base Information

Chemical Name:(+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide
CAS No.:1417920-28-5
Molecular Formula:C₁₈H₂₃NO₂S
Molecular Weight:317.452
Hs Code.:

Synonyms:(+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide

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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 (+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide

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Technology Process of (+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide

There total 1 articles about (+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide 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: 85.0%

: 1003-09-4
2-bromothiophene

: N-crotonyl pseudoephedrine

: 1417920-28-5
(+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide

Guidance literature:: 2-bromothiophene; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h;

N-crotonyl pseudoephedrine; With lithium chloride; In tetrahydrofuran; at -78 ℃; diastereoselective reaction;
DOI:10.1021/jo302438k

Reference yield:

: 1417920-28-5
(+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide

: 2938-98-9,70423-38-0,101978-85-2,22644-28-6
(R)-2-methylbutane-1,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: n-butyllithium; borane-ammonia complex; diisopropylamine / tetrahydrofuran / 2 h / 0 °C

2: 1H-imidazole; dmap / tetrahydrofuran / 18 h / 20 °C

3: sodium periodate; rhodium(III) chloride hydrate / tetrachloromethane; acetonitrile; water / 1 h / 20 °C

4: borane-THF / tetrahydrofuran / 3.5 h / 20 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C

With 1H-imidazole; dmap; sodium periodate; n-butyllithium; borane-ammonia complex; borane-THF; rhodium(III) chloride hydrate; tetrabutyl ammonium fluoride; diisopropylamine; In tetrahydrofuran; tetrachloromethane; water; acetonitrile;
DOI:10.1021/jo302438k

Reference yield:

: 1417920-28-5
(+)-(3R,1′S,2'S)-N-(1'-hydroxy-1'-phenylpropan-2'-yl)-N-methyl-3-(thien-2-yl)butanamide

: C₁₅H₂₁NO₄

Guidance literature:: With sodium periodate; rhodium(III) chloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/jo302438k