Phosphinic acid, diphenyl-, (2S)-3-azido-2-hydroxypropyl ester

Base Information

• Chemical Name: Phosphinic acid, diphenyl-, (2S)-3-azido-2-hydroxypropyl ester
• CAS No.: 582314-55-4
• Molecular Formula: C15H16N3O3P
• Molecular Weight: 317.284
• Mol file: 582314-55-4.mol

Synonyms:

Chemical Property of Phosphinic acid, diphenyl-, (2S)-3-azido-2-hydroxypropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphinic acid, diphenyl-, (2S)-3-azido-2-hydroxypropyl ester

There total 2 articles about Phosphinic acid, diphenyl-, (2S)-3-azido-2-hydroxypropyl 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: 90.0%

(2R)-(+)-(O-diphenylphosphoryl)-2-(hydroxymethyl)oxirane (582314-54-3) → (2S)-1-azido-(+)-3-O-(diphenylphosphoryl)propane-2,3-diol (582314-55-4)

Guidance literature:

With sodium azide; ammonium chloride; In methanol; for 3h; Heating;

DOI:10.1016/S0040-4020(03)00551-9

Reference yield:

Diphenylphosphinic chloride (1499-21-4) → (2S)-1-azido-(+)-3-O-(diphenylphosphoryl)propane-2,3-diol (582314-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

2: 90 percent / NaN₃; NH₄Cl / methanol / 3 h / Heating

With sodium azide; ammonium chloride; triethylamine; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(03)00551-9

Reference yield: 29.0%

(2S)-1-azido-(+)-3-O-(diphenylphosphoryl)propane-2,3-diol (582314-55-4) + Diphenylphosphinic chloride (1499-21-4) → (2R)-N,O-bis(diphenylphosphinyl)-2-(hydroxymethyl)aziridine (582314-57-6) + (2S)-N,O,O-tris(diphenylphosphinyl)-1-aminopropane-2,3-diol

Guidance literature:

(2S)-1-azido-(+)-3-O-(diphenylphosphoryl)propane-2,3-diol; With triphenylphosphine; In acetonitrile; for 2h; Heating;

Diphenylphosphinic chloride; With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4020(03)00551-9

upstream raw materials:

(2R)-(+)-(O-diphenylphosphoryl)-2-(hydroxymethyl)oxirane

Diphenylphosphinic chloride

Downstream raw materials:

(2R)-N,O-bis(diphenylphosphinyl)-2-(hydroxymethyl)aziridine

(2R)-(+)-N-(diphenylphosphinyl)-2-butylaziridine

(2R)-1-cyclopentyl-2-[(diphenylphosphoryl)amino]hexane