(2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol

Base Information

• Chemical Name: (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol
• CAS No.: 950580-23-1
• Molecular Formula: C₃₅H₄₂N₂O₂
• Molecular Weight: 522.731
• Mol file: 950580-23-1.mol

Synonyms:(2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol

Chemical Property of (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol

There total 6 articles about (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol 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: 76.0%

dimethyl (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]glutarate (950580-22-0) → (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol (950580-23-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.tetasy.2007.06.010

Reference yield:

dimethyl (2S,4R)-2,4-bis{(R)-[N-benzyl-N-((S)-1-phenylethyl)amino]phenylmethyl}glutarate (950580-21-9) → (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol (950580-23-1)

Guidance literature:

Multi-step reaction with 3 steps

1: KOt-Bu / 2-methyl-propan-2-ol / 72 h / Heating

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

3: 76 percent / LiAlH₄ / tetrahydrofuran / -78 - 20 °C

With lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; potassium tert-butylate; In tetrahydrofuran; water; acetonitrile; tert-butyl alcohol;

DOI:10.1016/j.tetasy.2007.06.010

Reference yield:

methyl 2-{(S)-[N-benzyl-N-((S)-1-phenylethyl)amino]phenylmethyl}acrylate (950580-16-2) → (2S,4S)-2,4-bis[(R)-phenyl-((S)-1-phenylethylamino)methyl]pentane-1,5-diol (950580-23-1)

Guidance literature:

Multi-step reaction with 3 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

3.1: 76 percent / LiAlH₄ / tetrahydrofuran / -78 - 20 °C

With lithium aluminium tetrahydride; 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

upstream raw materials:

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

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

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

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

Downstream raw materials:

(1R,2R,5R,6R)-2,6-diphenyl-3,7-bis((S)-1-phenylethyl)-3,7-diazabicyclo[3.3.1]nonane