(-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine

Base Information

• Chemical Name: (-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine
• CAS No.: 201424-71-7
• Molecular Formula: C₃₇H₃₈N₂O₈
• Molecular Weight: 638.717
• Mol file: 201424-71-7.mol

Synonyms:(-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine

Chemical Property of (-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine

There total 4 articles about (-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine 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: 99.0%

2,2-Dimethylmalonyl chloride (5659-93-8) + Benzoic acid (1S,2S)-2-amino-3-hydroxy-1-phenyl-propyl ester; hydrochloride → (-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine (201424-71-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/S0957-4166(97)00499-0

Reference yield:

(1S,2S)-2-amino-1-phenyl-1,3-diol (28143-91-1) → (-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine (201424-71-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / Et₃N / CH₂Cl₂ / 15 h / Ambient temperature

2: 2 M aq. HCl / tetrahydrofuran / 24 h / Ambient temperature

3: 99 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0957-4166(97)00499-0

Reference yield:

ethyl benzimidate hydrochloride (5333-86-8) → (-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-hydroxypropyl)]-2,2-dimethyl-1,3-propanediamine (201424-71-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / Et₃N / CH₂Cl₂ / 15 h / Ambient temperature

2: 2 M aq. HCl / tetrahydrofuran / 24 h / Ambient temperature

3: 99 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0957-4166(97)00499-0

upstream raw materials:

2,2-Dimethylmalonyl chloride

(1S,2S)-2-amino-1-phenyl-1,3-diol

ethyl benzimidate hydrochloride

(+)-(4,5-dihydro-2,5-diphenyloxazol-4-yl)methanol

Downstream raw materials:

2,2-bis-{2-[(4S)-((1S)-1-phenylcarboxy-1-phenylmethyl)-1,3-oxazolinyl]}propane

(S)-((S)-2-{1-[(S)-4-((S)-Hydroxy-phenyl-methyl)-4,5-dihydro-oxazol-2-yl]-1-methyl-ethyl}-4,5-dihydro-oxazol-4-yl)-phenyl-methanol

(-)-N,N'-bis[(2S,3S)-(3-phenylcarboxy-3-phenyl-1-chloropropyl)]-2,2-dimethyl-1,3-propanediamine