| Identification | More | [Name]
DIBENZYL DIISOPROPYLPHOSPHORAMIDITE | [CAS]
108549-23-1 | [Synonyms]
DIBENZYL DIISOPROPYLPHOSPHORAMIDITE
DIBENZYL N,N-DIISOPROPYLPHOSPHORAMIDITE
DIBENZYL-N,N-DIISOPROPYLPHOSPHOROAMIDITE
DIBENZYLOXY(DIISOPROPYLAMINO)PHOSPHINE
LABOTEST-BB LT00451623
DIBENZYL N,N-DIISOPROPYLPHOSPHORAMIDITE, TECHNICAL GRADE, 90%
bis(benzyloxy)(diisopropylamino)phosphine
β-cyanoethyl-N,N,N',N'-tetraisopropylphosphorodiamidite
PHOSPHORAMIDOUS ACID, N,N-BIS(1-METHYLETHYL)-, BIS(PHENYLMETHYL) ESTER | [EINECS(EC#)]
629-628-9 | [Molecular Formula]
C20H28NO2P | [MDL Number]
MFCD00191988 | [Molecular Weight]
345.42 | [MOL File]
108549-23-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear Colourless Liquid | [Boiling point ]
130 °C0.55 mm Hg(lit.)
| [density ]
1.028 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.535(lit.)
| [Fp ]
158 °F
| [storage temp. ]
Store at 0°C | [solubility ]
Soluble in chloroform. | [form ]
Oil | [pka]
4.50±0.70(Predicted) | [color ]
Clear Colourless | [Water Solubility ]
THF: soluble(lit.)
acetonitrile: soluble(lit.)
cold water: insoluble(lit.)
dichloromethane: soluble(lit.) | [Sensitive ]
Moisture Sensitive | [Usage]
A versatile phosphitylating agent | [BRN ]
3616864 | [InChI]
InChI=1S/C20H28NO2P/c1-17(2)21(18(3)4)24(22-15-19-11-7-5-8-12-19)23-16-20-13-9-6-10-14-20/h5-14,17-18H,15-16H2,1-4H3 | [InChIKey]
ANPWLBTUUNFQIO-UHFFFAOYSA-N | [SMILES]
P(N(C(C)C)C(C)C)(OCC1=CC=CC=C1)OCC1=CC=CC=C1 | [CAS DataBase Reference]
108549-23-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
3-10-21 | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Description]
Dibenzyl diisopropylphosphoramidite is a versatile phosphitylating agent. | [Chemical Properties]
Clear Colourless Liquid | [Uses]
A versatile phosphitylating agent | [Synthesis]
General procedure for the synthesis of diphenyl N,N'-diisopropylphosphoramidite from dichloro-N,N-diisopropylphosphoramidite and benzyl alcohol: 42 g (207.92 mmol) of dichloro-N,N-diisopropylphosphoramidite was placed in a 500 mL round-bottomed flask, and 300 mL of anhydrous tetrahydrofuran was added, and dissolved by stirring. Subsequently 66 mL (455.44 mmol, 46 g) of anhydrous triethylamine was added. The flask was cooled to 0°C in an ice-salt bath and 45 mL (416.67 mmol, 45 g) of anhydrous benzyl alcohol was added slowly and dropwise under nitrogen protection, keeping the reaction temperature close to 0°C. Upon completion of the reaction, the suspension was added dropwise and the formation of a white solid was observed. The reaction mixture was removed from the ice bath, returned to room temperature and stirring was continued for 3 hours. After stopping stirring, it was allowed to stand for 10 minutes for filtration and the solid was washed with tetrahydrofuran. The filtrate was collected and the solvent was removed by rotary evaporation to give the crude product. Without column chromatographic purification, 54.0 g of the oily product was obtained directly in 75.3% yield. | [References]
[1] Tetrahedron, 1991, vol. 47, # 26, p. 4709 - 4722
[2] Patent: CN102977145, 2017, B. Location in patent: Paragraph 0196; 0197
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 11, p. 1239 - 1246
[4] Journal of Medicinal Chemistry, 1994, vol. 37, # 23, p. 3918 - 3927
[5] Journal of Organic Chemistry, 1996, vol. 61, # 22, p. 7719 - 7726 |
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