2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate

Base Information

• Chemical Name: 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate
• CAS No.: 1355049-92-1
• Molecular Formula: C₁₅H₂₃ClNO₄P
• Molecular Weight: 347.779
• Mol file: 1355049-92-1.mol

Synonyms:2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate

Chemical Property of 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate

Chemical Property:

• Boiling Point: 418.1±47.0 °C(Predicted)
• Density: 1.182±0.06 g/cm3(Predicted)

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate

There total 4 articles about 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate 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: 94.0%

2-ethylbutyl (S)-2-aminopropanoate hydrochloride (946511-97-3) + O-phenyl phosphorodichloridate (770-12-7) → 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate (1355049-92-1)

Guidance literature:

With triethylamine; In dichloromethane; at -80 - 25 ℃; Inert atmosphere;

DOI:10.1002/anie.202011527

Reference yield:

(S)-2-aminopropanoic acid 2-ethylbutyl ester (946565-74-8) + O-phenyl phosphorodichloridate (770-12-7) → 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate (1355049-92-1)

Guidance literature:

With triethylamine; In dichloromethane;

Reference yield:

2-ethyl-1-butanol (97-95-0) → 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate (1355049-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 1 h / 0 °C

1.2: 16 h / 0 - 90 °C

2.1: triethylamine / dichloromethane / -80 - 25 °C / Inert atmosphere

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1002/anie.202011527

upstream raw materials:

2-ethylbutyl (S)-2-aminopropanoate hydrochloride

O-phenyl phosphorodichloridate

2-ethyl-1-butanol

(S)-2-aminopropanoic acid 2-ethylbutyl ester

Downstream raw materials:

5'-O-[[[(1S)-2-(2-ethylbutoxy)-1-methyl-2-oxoethyl]amino]phenoxyphosphinyl]-2'-C-methylcytidine

(2S)-2-ethylbutyl 2-(((R)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

(2S)-2-ethylbutyl 2-(((((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate