[ CAS No. 497883-22-4 ] {[proInfo.proName]}

Name: 497883-22-4|(11bS)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine|98% 99%ee
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Quality Control of [ 497883-22-4 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 497883-22-4 ]

CAS No. :	497883-22-4	MDL No. :	MFCD08561138
Formula :	C₃₆H₃₀NO₂P	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	539.60	Pubchem ID :	-
Synonyms :

Safety of [ 497883-22-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
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Application In Synthesis of [ 497883-22-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 497883-22-4 ]

[ 497883-22-4 ] Synthesis Path-Downstream 1~4

1
[ 12112-67-3 ]
[ 497883-22-4 ]
((C₁₀H₆)2O₂PN(CH(CH₃)C₆H₅)2)IrCl(C₈H₁₂) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	In tetrahydrofuran; at 20℃; for 0.166667h;	THF] (5 mL) was added to a mixture of [[(COD) IRCL] 2] (100 mg, 0.150 mmol) and phosphoramidite Ll (162 mg, 0.300 mmol) while stirring at room temperature. Formation of the product [ (COD) IrCl [(LL)]] was determined by [IH] and [31P] NMR spectroscopy to be complete within 10 min. The solvent was removed under vacuum, and the product was washed three times with 3 mL of pentane. The orange powder was dried under high vacuum overnight. Crystals suitable for X-ray diffraction were obtained by slow diffusion of pentane into a saturated solution of [[(COD) IRCL (LL)]] (1) in [CH2CL2.] Yield: 90 % (236 [MG). IH-NMR] (400.13 MHz, [CD2C12)] [8] 0.99 [(M,] 1H, COD), 1.17 [(M,] [1H,] COD), 1.68 (d, J= 7.0 Hz, 6H, CHCH3), 1.70 [(M,] 3H, COD), 1.87 [(M,] 1H, COD), 2.22 [(M,] 2H, COD), 2.40 [(M,] 1H, COD), 3.21 (m, lH, COD), 5.25 [(M,] 3H, [C_CH3] + COD), 5.46 [(M,] 1H, COD), 6.79 (d, J= 8.6 Hz, 1H, ArH), 7.14 [(M,] [11H,] ArH), 7.23 (d, J= 6.5 Hz, 1H, ArH), 7.25 (d, J= 7.0 Hz, 1H, ArH), 7.32 (d, J= 8.5 Hz, [1H,] ArH), 7.44 (t, [J=] 8.0 Hz, 1H, ArH), 7.46 (t, [J=] 7.0 Hz, [1H,] ArH), 7. 88 (d, [J=] 8. [8] Hz, 1H, ArH), 7.95 (d, [I=] 8.2 Hz, 1H, ArH), 8.00 (d, J= 8.2 Hz, 1H, ArH), 8. 10 [(M,] 2H, ArH) [; 31P-NMR] (161.9 MHz, [CD2C12)] 5 115.9 (s) ; 13C NMR (127.7 MHz, [CD2C12)] 8 22.5 (s, [CH3),] 28.7 (d, J= 3 Hz, [CH2),] 29.9 (d, J= 2.3 Hz, [CH2),] 33.4 (d, J= [2. 8] Hz, [CH2),] 34.0 (d, J= 2.8 Hz, [CH2),] 52.1 (s, CH-COD), 55.6 (d, J= 8.7 Hz, CHCH3), 57.8 (s, CH- COD), 101.5 (s, CH-COD), 101.5 (d, J = 17.9 Hz, CH-COD), 101.8 (d, J = 20.5 Hz, CH- COD), 121.6 (s, Ar-C), 122.1, 125.4, 125.7, 126.4, 126.6, 127.1, 127.3, 127.3, 127.4, 127.8, 128.5, 128.7, 129.3, 130.1, 130.3 (all s, Ar-CH), 123.8 (d, J = 4.0 Hz, Ar-C), 131.2, 132.2, 132.7, 133.2 (all s, Ar-C), 142.3 (d, J = 3.7 Hz, Ar-C), 149.1 (d, J = 4.5 Hz, Ar-C), 150.4 (d, J = 14.6 Hz, Ar-C); Anal. Calc. for [C44H42CLIRNO2P] : C, 60.37 ; H, 4.84 ; N 1.60. Found: C, 60.37 ; H, 4.78 ; N, 1.57.

Reference： [1]Patent: WO2004/24684,2004,A2 .Location in patent: Page 68

2
[ 497883-22-4 ]
((C₁₀H₆)2O₂PN(CH(CH₃)C₆H₅)2)IrCl(C₈H₁₂) [ No CAS ]
C₄₄H₄₁ClIrNO₂P [ No CAS ]
[ 25150-61-2 ]

Yield	Reaction Conditions	Operation in experiment
85%	With pyrrolidine; In tetrahydrofuran; at 20℃;	THF (5 mL) was added to a mixture of [[(COD) IRCL] (Ll) ] (1) [(100 MG,] 0. [110 MMOL) AND PHOSPHORAMIDITE LL] (123 mg, 0.230 mmol) at room temperature. After complete dissolution of the iridium complex, pyrrolidine (391 mg, 460 [J. L,] 5.50 mmol) was added by syringe, and the solution was strirred overnight. The color of the solution changed from orange to yellow, and a precipitate of the pyrrolidine hydrochloride was observed. The solvent was evaporated under vacuum, and the yellow residue was suspended in a mixture of 2 mL diethyl ether and 2 mL benzene. This suspension was filtered through a 0.45 [PM] nylon syringe filter. The solvent was evaporated under vacuum, and the yellow product was dissolved in 0.5 mL CH2C12 and precipitated by layering with pentane at-30C to yield a fine yellow powder, which was dried under high vacuum overnight. Yield: 85 % (129 [MG). LH NMR] (400.13 MHz, [CD2CK,] 248 K) : [8-0.] 66 (dt, J= 11.8, 6.0 Hz, [1H,] [IRCH2),] 0.32 (br s, 3H, [CH3),] 0.92 (d, [J=] 6.8 Hz, 3H, [CH3),] 1. [37] (d, [J=] 6.5 Hz, 3H, CHCH3), 1.67 [(M,] [1H,] COD), 1.73 (dt, [J=] 18.6, 11.3 [HZ, 1H,] IrCH2), 1.93 [(M,] 2H, COD), 2.32 [(M,] 2H, COD), 2.45 [(M,] 2H, COD), 2.71 [(M.] 1H, COD), 2.91 [(M,] 2H, COD), 3. 28 (dd, J= 6.9 Hz, J= 7.1 Hz, [1H,] CHCH2Ir), 3.75 [(M,] 1H, CHCH3), 3.81 [(M,] 1H, COD), 4.54 [(M,] 1H, CHCH3), 4.69 [(M,] 1H, COD), 5.11 [(M,] 1H, CHCH3), 5.85 (d, J= 7.2 Hz, 1H, ArH), 6.50 (d, J= 9.5 Hz, 1H, ArH), 6.55 (t, J= 12.6 Hz, 2H, ArH), 6.92 [(M,] 4H, ArH), 6.92 (d, J= 7.0 Hz, 1H, ArH), 7.08 [(M,] 2H, ArH), 7.13 [(M,] 3H, ArH), 7.17-7. 26 [(M,] 13H, ArH), 7.32 [(M,] 4H, [ARH),] 7.40 [(M,] 2H, ArH), 7.49 (t, J= 8.7 Hz, 1H, [ARH),] 7.64 (d, J= 8.6 Hz, 1H, ArH), 7.73 (d, J= 8.7 Hz, 2H, ArH), 7.83 (d, J='8. 5 Hz, 1H, ArH), 7.87 (d, J= 8.7 Hz, 1H, ArH), 7.92-8. 06 [(M,] 5H, ArH), 8.13 (d, J= 8.6 Hz, 1H, ArH); 31p NMR (161.9 MHz, [CD2C12) 6] 152.6 (d, J= 46.3 Hz, [1P),] 127.8 (d, J= 46.2 Hz, [1P)] main diastereomer (94 %), 149.4 (d, [J=] 77.8 Hz, [1P),] 146.0 (d, J= 78. 0 Hz, [1P)] minor diastereomer (6 %); Aliphatic region of the [13C] NMR spectrum (125.7 MHz, [CD2C12,] 248K) 8 15.2 (dd, [J=] 4.9 Hz, [J=] 5.8 Hz, IrCH2), 20.1 (s, [CH3),] 21.9 (s, [CH3),] 24.1 (s, [CH3),] 23.7 (br s, CH2-COD), 29.7 (br s, CH2-COD), 34.3 (br s, CH2-COD), 44.0 (s, [CH2-COD),] 45.7 [(M,] CH-COD), 46.2 [(M,] CH-COD), 53.9 (s, CH), 54.7 (d, J= 24.7 Hz, CH), 59.0 (br s, CH), 68.3 (d, [J=] 43.9 Hz, [CHCH2),] 69.8 (s, CH- COD), 82.6 (s, CH-COD); MS [(FAB+)] (%): [M/Z =] 1378.1 [M+] (8), 838.2 [M+- [C36H3OP02N]] (100), 730.2 [[M+-L1-CSHL2]] (69); Anal. Calc. for [CSOH7IH-N204P2] : C, 69.70 ; H, 5.19 ; N, 2.03 ; P, 4.49 ; [CL,] 0.00. Found: C, 69.55 ; H, 5.35 ; N, 2.09 ; P, 4.36, Cl <0.02.

Reference： [1]Patent: WO2004/24684,2004,A2 .Location in patent: Page 70

3
[ 497883-22-4 ]
((C₁₀H₆)2O₂PN(CH(CH₃)C₆H₅)2)IrCl(C₈H₁₂) [ No CAS ]
[ 603-35-0 ]
C₆₂H₅₆IrNO₂P₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%		[Ir (COD) Cl (Ll) ] (1) (100 mg, 0.110 mmol) was dissolved in 5 mL of THF at room temperature. Pyrrolidine (391mg, 460 [PILZ] 5.5 mmol) was added to the stirred solution with a syringe, and the solution was stirred overnight. The color of the solution changed from orange to yellow, and precipitation of the pyrrolidine hydrochloride was observed. To this suspension was added a solution of PPh3 (61 mg, 0.230 mmol) in 2 mL of THF, and the mixture were allowed to stir for 6 h at room temperature. The solvent was evaporated under vacuum, and the yellow residue was suspended in a mixture of 2 mL of diethyl ether and 2 [ML] of benzene. The suspension was filtered through a 0.45 [ILM] nylon syringe filter. The solvent was evaporated under vacuum, and the yellow product was dissolved in 0.5 mL of [CH2C12] and layered with pentane at- [30C] to yield pale yellow crystals, which were dried under high vacuum overnight. Yield: 85 % (103 [MG).'H] NMR (400 MHz, [THF-D8)] major [ISOMER : 6] 0.17 (d, J= 7.4 Hz, 3H, [CH3),] 0.70 (m, 1H, COD), 1.11 (dt, J= 11.3 Hz, 6.5 Hz, 1H, [IRCH2),] 1.11 [(M,] 1H, COD), 1.44 (m, 2H, [COD),] 1.88 (m, 1H, COD), 1.95 (dt, J= 17.6 Hz, 11.4 Hz, [1H,] [IRCH2),] 2.29 (m, 1H, COD), 2.55 (m, 2H, COD), 2.72 (m, [1H,] COD), 3.12 (m, 1H, COD), 3.31 (m, 1H, COD), 3.84 (m, [1H,] [CHCHZIR),] 3.89 (m, 1H, [CHCH3),] 5.35 [(M,] 1H, COD), 6.73 (m, 1H, ArH), 6. 87 (m, [5H,] ArH), 6.95 (d, J= 7.2 Hz, 2H, ArH), 7.01 (m, [1H,] ArH), 7.05 (m, [1H,] [ARH),] 7.09 (m, 3H, ArH), 7.16 [(M,] 2H, ArH), 7.23 [(M,] 3H, ArH), 7.34 (m, 8H, ArH), 7.39 [(M,] 4H, ArH), 7.54 (d, [J= 8. 4 HZ,] 2H, ArH), 7.60 (m, 2H, ArH), 7.88 (d, [J= 8. 0 HZ,] 1H, ArH), 8.01 (d, J= 8.8 Hz, [1H,] ArH), 8. 08 (d, J= 8.8 Hz, 2H, ArH), 8.16 (d, J= 8.8 Hz, 1H, ArH); [31P] NMR (161.9 MHz, [D8-THF)] [5] 152.1 (d, J= 20.1 Hz, [1P),] 6.6 (d, J= 20.5 Hz, 1P) major diastereomer (84 %), 148.0 (d, J= 48.1 Hz, [1P),] 2.3 (d, [J=] 48.7 Hz, [1P)] minor diastereomer (16 %); Aliphatic region of the [13C] NMR spectrum (125.7 MHz, THF- [D8)] : 8 17.8 (dd, [J= 10. 2] Hz, J= 3.7 Hz, [IR-CH2),] 21.2 (s, [CH3),] 28.6 (d, J= 7. 8 Hz, CH2- COD), 32.7 (d, J= 3.6 Hz, [CH2-COD),] 35.7 (s, CH2-COD), 36.4 (d, J= [7.] 7 Hz, [CH2-] COD), 51.5 (dd, [J=] 31.4 Hz, [J=] 8.0 Hz, CH-COD), [61.] 1 (d, [J=] 5. [8] Hz, [CHCH3),] 70.3 (dd, [J=] 44 Hz, [J=] 5.4 Hz, CHCH2), 70.4 (s, CH-COD), 78.6 (s, CH-COD); Anal. Calc. for [C62H56LRN02P2'L. L CH2C12] : C, 63.44 ; H, 4. [91] ; N, 1.17. Found: C, 63.25 ; H, 4.98 ; N, 1.19.

Reference： [1]Patent: WO2004/24684,2004,A2 .Location in patent: Page 71

4
[ 12112-67-3 ]
[ 497883-22-4 ]
[ 35466-83-2 ]
[ 2923-28-6 ]
C₄₇H₄₆IrNO₂P⁽¹⁺⁾*CF₃O₃S^(1-) [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2020,vol. 142,p. 19354 - 19359

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[ CAS No. 497883-22-4 ] {[proInfo.proName]}

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Application In Synthesis of [ 497883-22-4 ]

[ 497883-22-4 ] Synthesis Path-Downstream 1~4

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry