(S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-4-enamide

Base Information

Chemical Name:(S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-4-enamide
CAS No.:1380325-53-0
Molecular Formula:C₂₈H₃₁NO₂
Molecular Weight:413.56
Hs Code.:

Synonyms:(S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-4-enamide

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Chemical Property of (S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-4-enamide

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Technology Process of (S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-4-enamide

There total 8 articles about (S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-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: 82.0%

: 1380325-31-4
(R)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethyl-3-phenylpropanamide

: 106-95-6
allyl bromide

: 1380325-53-0
(S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-4-enamide

Guidance literature:: (R)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethyl-3-phenylpropanamide; With n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 3h; Inert atmosphere;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; at -40 ℃; for 0.25h; Inert atmosphere;

allyl bromide; In tetrahydrofuran; hexane; at -40 ℃; for 1.3h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/anie.201200370

Reference yield: 80.0%

: 1380325-26-7
N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylmethacrylamide

: 591-51-5
phenyllithium

: 106-95-6
allyl bromide

: 1380325-53-0
(S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-4-enamide

Guidance literature:: N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylmethacrylamide; With methyllithium; lithium chloride; In tetrahydrofuran; formaldehyde diethyl acetal; at -78 ℃; for 0.166667h; Inert atmosphere;

phenyllithium; In tetrahydrofuran; formaldehyde diethyl acetal; dibutyl ether; at -78 - -40 ℃; for 0.333333h; Inert atmosphere;

allyl bromide; In tetrahydrofuran; formaldehyde diethyl acetal; dibutyl ether; at -40 ℃; for 6h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/anie.201200370

Reference yield:

: 530-36-9,3764-63-4,13286-63-0,23190-16-1,23190-17-2,23364-44-5,23412-95-5,39664-87-4,88082-66-0
(1S,2S)-2-amino-1,2-diphenylethanol

: 1380325-53-0
(S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylpent-4-enamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran; diethyl ether / 2.5 h / -40 - 23 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 22.17 h / 0 - 23 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 1 h / 0 - 23 °C / Inert atmosphere

4.1: methyllithium; lithium chloride / tetrahydrofuran; formaldehyde diethyl acetal / 0.17 h / -78 °C / Inert atmosphere

4.2: 0.33 h / -78 - -40 °C / Inert atmosphere

4.3: 6 h / -40 °C / Inert atmosphere

With lithium aluminium tetrahydride; methyllithium; triethylamine; lithium chloride; In tetrahydrofuran; diethyl ether; formaldehyde diethyl acetal; dichloromethane;
DOI:10.1002/anie.201200370