(1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate

Base Information

• Chemical Name: (1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate
• CAS No.: 441766-52-5
• Molecular Formula: C₂₇H₃₂NO₄P
• Molecular Weight: 465.529
• Mol file: 441766-52-5.mol

Synonyms:(1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate

Chemical Property of (1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate

There total 2 articles about (1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate 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: 93.0%

acetic anhydride (108-24-7) + ethyl (1R,2S)-2-(dibenzylamino)-1-hydroxy-3-(phenylpropyl)phosphinate (366013-25-4,366013-32-3,366013-33-4) → (1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate (441766-52-5)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(02)00136-9

Reference yield:

(2S)-N,N-dibenzylphenylalaninal (123054-12-6,123808-74-2,136370-73-5,111060-64-1) → (1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate (441766-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 8 percent / (R)-ALB / tetrahydrofuran / 12 h / -40 °C

2: 93 percent / DMAP; pyridine / CH₂Cl₂ / 3 h / 20 °C

With pyridine; dmap; Al-Li-(R,R')-2,2'-dihydroxy-1,1'-binaphthyl; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(02)00136-9

Reference yield:

(1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate (441766-52-5) → Acetic acid (1R,2S)-2-dibenzylamino-3-phenyl-1-phosphono-propyl ester

Guidance literature:

(1R,2S)-2-(dibenzylamino)-1-[ethoxy(oxido)phosphino]-3-phenylpropyl acetate; With iodine; dimethyl sulfoxide; In tetrahydrofuran; at 60 ℃; for 5h;

With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 0.2h;

With methanol; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(02)00136-9

upstream raw materials:

acetic anhydride

ethyl (1R,2S)-2-(dibenzylamino)-1-hydroxy-3-(phenylpropyl)phosphinate

(2S)-N,N-dibenzylphenylalaninal