dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate

Base Information

Chemical Name:dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate
CAS No.:950580-22-0
Molecular Formula:C₃₇H₄₂N₂O₄
Molecular Weight:578.751
Hs Code.:

Synonyms:dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate

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Chemical Property of dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate

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Technology Process of dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate

There total 5 articles about dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate 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: 74.0%

: 950580-20-8
dimethyl (2S,4S)-2,4-bis{(R)-[N-benzyl-N-((S)-1-phenylethyl)amino]phenylmethyl}glutarate

: 950580-22-0
dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 7h;
DOI:10.1016/j.tetasy.2007.06.010

Reference yield:

: 950580-16-2
methyl 2-{(S)-[N-benzyl-N-((S)-1-phenylethyl)amino]phenylmethyl}acrylate

: 950580-22-0
dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; petroleum ether / -30 °C

1.2: 10 percent / tetrahydrofuran; petroleum ether / -30 - 20 °C

2.1: 74 percent / Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O / 7 h / 20 °C

With ammonium cerium(IV) nitrate; lithium diisopropyl amide; In tetrahydrofuran; water; acetonitrile; Petroleum ether; 1.2: Michael addition reaction;
DOI:10.1016/j.tetasy.2007.06.010

Reference yield:

: C₂₅H₂₇NO₂

: 950580-22-0
dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; petroleum ether / 1 h / -78 °C

1.2: ZnBr₂ / tetrahydrofuran; petroleum ether / 0.5 h / -78 °C

1.3: 56 percent / tetrahydrofuran; petroleum ether / 1 h / -78 °C

2.1: 85 percent / MsCl; (1,3-diazabicyclo[5.4.0]undecane / dioxane / 16 h / 60 °C

3.1: LDA / tetrahydrofuran; petroleum ether / -30 °C

3.2: 10 percent / tetrahydrofuran; petroleum ether / -30 - 20 °C

4.1: 74 percent / Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O / 7 h / 20 °C

With ammonium cerium(IV) nitrate; methanesulfonyl chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; water; acetonitrile; Petroleum ether; 3.2: Michael addition reaction;
DOI:10.1016/j.tetasy.2007.06.010