N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine

Base Information

• Chemical Name: N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine
• CAS No.: 82372-35-8
• Molecular Formula: C12H18NO2P
• Molecular Weight: 239.254
• DSSTox Substance ID: DTXSID90400691
• Nikkaji Number: J1.606.138G
• Wikidata: Q72461817
• Mol file: 82372-35-8.mol

Synonyms:82372-35-8;N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine;o-Xylylene N,N-diethylphosphoramidite;2,4,3-Benzodioxaphosphepin-3-amine, N,N-diethyl-1,5-dihydro-;3-(Diethylamino)-1,5-dihydro-2,4,3-benzodioxaphosphepin;N,N-diethyl-1,5-dihydrobenzo[e][1,3,2]dioxaphosphepin-3-amine;SCHEMBL369440;DTXSID90400691;JDAKPBBWYIWXJF-UHFFFAOYSA-N;AT24267;o-Xylylene N,N-diethylphosphoramidite, technical grade;1,5-Dihydro-2,4,3-benzodioxaphosphepin-3-yldiethylamine;N,N-diethyl-1,5-dihydro-2,4,3-benzo-dioxaphosphepin-3-amine;n,n-diethyl-1,5-dihydro-3h-2,4,3-benzodioxaphosphepin-3-amine;N,N-diethyl-3,5-dihydro-1H-2,4,3-benzodioxaphosphepin-3-amine

Chemical Property of N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine

Chemical Property:

• Vapor Pressure: 0.0165mmHg at 25°C
• Refractive Index: n20/D 1.541(lit.)
• Boiling Point: 95-96oC0.1 mm Hg(lit.)
• PKA: 4.01±0.20(Predicted)
• Flash Point: 190 °F
• PSA: 35.29000
• Density: 1.11 g/mL at 20oC(lit.)
• LogP: 3.30210
• Solubility.: THF: soluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 239.10751581
• Heavy Atom Count: 16
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)P1OCC2=CC=CC=C2CO1
• Uses: N,N-Diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine is a phosphitylating reagent for organic reactions. o-Xylylene N,N-diethylphosphoramidite (N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine) may be used in the synthesis of the following:bicyclic glycosyl phosphitepentakis(o-xylylene phosphate)o-xylylene alkyl phosphites

Technology Process of N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine

There total 2 articles about N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine 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: 100.0%

diethylphosphoramidous dichloride (1069-08-5) + phthalyl alcohol (612-14-6) → N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine (82372-35-8)

Guidance literature:

With diethylamine; In tetrahydrofuran; at -78 - 20 ℃; for 18h;

DOI:10.1055/s-0035-1560381

Reference yield: 60.0%

phthalyl alcohol (612-14-6) + hexaethylphosphoric triamide (2283-11-6) → N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine (82372-35-8)

Guidance literature:

at 100 ℃;

DOI:10.1007/BF00949773

Reference yield: 100.0%

tert-butyl (R)-2-((S)-6-((trans)-4-tert-butylcyclohexyloxy)-5-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-2-yl)-1-hydroxypropan-2-ylcarbamate + N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine (82372-35-8) → tert-Butyl (R)-2-((S)-6-(trans-4-tert-butylcyclohexyloxy)-5-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-2-yl)-1-(phosphonooxy-o-xylylene)propan-2-ylcarbamate

Guidance literature:

tert-butyl (R)-2-((S)-6-((trans)-4-tert-butylcyclohexyloxy)-5-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-2-yl)-1-hydroxypropan-2-ylcarbamate; N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine; With 1H-tetrazole; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

With dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

upstream raw materials:

phthalyl alcohol

hexaethylphosphoric triamide

diethylphosphoramidous dichloride

Downstream raw materials:

D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol

1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol

C₅₂H₅₂O₁₈P₄

Benzoic acid (1S,2R,3R,4S,5R,6R)-2,3,5-tris-(1,5-dihydro-benzo[e][1,3,2]dioxaphosphepin-3-yloxy)-4,6-bis-triethylsilanyloxy-cyclohexyl ester