Phosphonic acid, [(2R)-2-amino-2-phenylethyl]-, dimethyl ester

Base Information

• Chemical Name: Phosphonic acid, [(2R)-2-amino-2-phenylethyl]-, dimethyl ester
• CAS No.: 180906-51-8
• Molecular Formula: C10H16NO3P
• Molecular Weight: 229.216
• Mol file: 180906-51-8.mol

Synonyms:

Chemical Property of Phosphonic acid, [(2R)-2-amino-2-phenylethyl]-, dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphonic acid, [(2R)-2-amino-2-phenylethyl]-, dimethyl ester

There total 6 articles about Phosphonic acid, [(2R)-2-amino-2-phenylethyl]-, dimethyl ester 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: 91.0%

dimethyl (R)-2-(tert-butoxycarbonylamino)-2-phenylethylphosphonate → dimethyl (2R)-β-amino-β-phenylethylphosphonate (180906-51-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ja0713375

Reference yield: 66.0%

[(R)-2-Phenyl-2-((S)-toluene-4-sulfinylamino)-ethyl]-phosphonic acid dimethyl ester (180906-52-9) → dimethyl (2R)-β-amino-β-phenylethylphosphonate (180906-51-8)

Guidance literature:

With methanol; trifluoroacetic acid; for 3h; Ambient temperature;

DOI:10.1039/CC9960001503

Reference yield:

(S,E)-N-benzylidene-4-methylbenzenesulfinamide (350479-90-2) → dimethyl (2R)-β-amino-β-phenylethylphosphonate (180906-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: -78 - 20 °C

2: CF₃CO₂H / methanol

With trifluoroacetic acid; In methanol;

upstream raw materials:

[(R)-2-Phenyl-2-((S)-toluene-4-sulfinylamino)-ethyl]-phosphonic acid dimethyl ester

dimethyl (R)-(2-hydroxy-2-phenylethyl)phosphonate

(S,E)-N-benzylidene-4-methylbenzenesulfinamide

Refernces

• 1、 Xu, Chengfu,Yuan, Chengye. "A facile synthesis of optically active β-amino-β- arylethylphosphonates by mitsunobu reaction". . p. 4410 - 4415. Retrieved 2007/10/03.
• 2、 Mikolajczyk, Marian,Lyzwa, Piotr,Drabowicz, Jozef,Wieczorek, Michal W.,Blaszczyk, Jaroslaw. "A highly efficient asymmetric synthesis of β-aminophosphonic acids via addition of α-phosphonate carbanions to chiral, enantiopure sulfinimines". . p. 1503 - 1504. Retrieved 2007/10/03.