(S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide

Base Information

• Chemical Name: (S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide
• CAS No.: 263024-60-8
• Molecular Formula: C₃₆H₄₂N₂O₂P₂
• Molecular Weight: 596.689
• Mol file: 263024-60-8.mol

Synonyms:(S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide

Chemical Property of (S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide

There total 6 articles about (S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide 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: 63.0%

oxalyl dichloride (79-37-8) + (2S)-1-(diphenylphosphino)-3-methylbutan-2-amine (146476-37-1,1400149-69-0) → (S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide (263024-60-8)

Guidance literature:

With triethylamine; In diethyl ether; at -78 - 20 ℃;

DOI:10.1016/S0040-4020(99)01075-3

Reference yield:

(S)-valinol (2026-48-4,473-75-6) → (S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide (263024-60-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / Et₃N / dioxane; H₂O / 12 h / 20 °C

2: 80 percent / pyridine / 12 h / 0 °C

3: 95 percent / HBr / acetic acid / 1 h / 20 °C

4: 43 percent / tetrahydrofuran / 5 h / 20 °C

5: 63 percent / Et₃N / diethyl ether / -78 - 20 °C

With pyridine; hydrogen bromide; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; acetic acid; 1: Acylation / 2: Substitution / 3: Substitution / 4: Substitution / 5: Acylation;

DOI:10.1016/S0040-4020(99)01075-3

Reference yield:

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) → (S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide (263024-60-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 60 percent / LiAlH₄ / tetrahydrofuran / 6 h / Heating

2: 95 percent / Et₃N / dioxane; H₂O / 12 h / 20 °C

3: 80 percent / pyridine / 12 h / 0 °C

4: 95 percent / HBr / acetic acid / 1 h / 20 °C

5: 43 percent / tetrahydrofuran / 5 h / 20 °C

6: 63 percent / Et₃N / diethyl ether / -78 - 20 °C

With pyridine; lithium aluminium tetrahydride; hydrogen bromide; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; acetic acid; 1: Reduction / 2: Acylation / 3: Substitution / 4: Substitution / 5: Substitution / 6: Acylation;

DOI:10.1016/S0040-4020(99)01075-3

upstream raw materials:

oxalyl dichloride

(2S)-1-(diphenylphosphino)-3-methylbutan-2-amine

(S)-valinol

L-valine