(3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid

Base Information

• Chemical Name: (3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid
• CAS No.: 390377-67-0
• Molecular Formula: C₂₅H₂₇NO₃
• Molecular Weight: 389.494
• Mol file: 390377-67-0.mol

Synonyms:(3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid

Chemical Property of (3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid

There total 2 articles about (3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid 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: 81.0%

tert-butyl (3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoate (188775-09-9) → (3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid (390377-67-0)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(01)00804-3

Reference yield:

(2S)-N,N-dibenzylphenylalaninal (123054-12-6,123808-74-2,136370-73-5,111060-64-1) → (3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid (390377-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 18 percent / tetrahydrofuran / 1.5 h / 0 °C

2: 81 percent / trifluoroacetic acid / 3 h / 20 °C

With trifluoroacetic acid; In tetrahydrofuran; 1: Reformatsky reaction;

DOI:10.1016/S0040-4020(01)00804-3

Reference yield: 99.0%

(3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid (390377-67-0) → (3S,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid (72155-50-1,153061-61-1)

Guidance literature:

With hydrogen; palladium hydroxide - carbon; In methanol; water; for 22h;

DOI:10.1016/S0040-4020(01)00804-3

upstream raw materials:

tert-butyl (3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoate

(2S)-N,N-dibenzylphenylalaninal

Downstream raw materials:

(3S,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid