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Chemical Structure| 1259393-31-1 Chemical Structure| 1259393-31-1

Structure of 1259393-31-1

Chemical Structure| 1259393-31-1

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Product Details of [ 1259393-31-1 ]

CAS No. :1259393-31-1
Formula : C16H23NO4
M.W : 293.36
SMILES Code : O=C(N1C2=C(C)C=C(C)C=C2C(OC)(OC)CCC1)OC
MDL No. :MFCD28502378

Safety of [ 1259393-31-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 1259393-31-1 ]

* 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 [ 1259393-31-1 ]

[ 1259393-31-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6154-04-7 ]
  • [ 1259393-31-1 ]
  • [ 1259393-32-2 ]
YieldReaction ConditionsOperation in experiment
With (+)-(1S)-camphor-10-sulphonic acid;bis(1,5-cyclooctadiene)diiridium(I) dichloride; tetra-(n-butyl)ammonium iodide; 5,5'-bis(diphenylphosphanyl)-2,2,2',2'-tetrafluoro-4,4'-bi-1,3-benzodioxole; In toluene; under 258.58099999999996 Torr;Inert atmosphere; Preparation 14Methyl-(5S)-7,9-dimethyl-5-[(2-methyl-2H-tetrazol-5-yl)amino]-2,3,4,5-tetrahydro-1H-1-benzazepine-1-carboxylateStep 5: Ensure hydrogen reactor is dry by drying with N2 for 1-2 hours. Add <strong>[6154-04-7]2-methyl-2H-tetrazol-5-amine</strong> (52.0 g), methyl 5,5-dimethoxy-7,9-dimethyl-2,3,4,5-tetrahydro-1H-1-benzazaepine-1-carboxylate (140.0 g), Ir2Cl2(COD)2 (0.080 g), TBAI (1.76 g), (1S)-(+)-10-camphorsulfonic acid (2.2 g), and (5)-difluorphos (0.163 g) to the reactor. Put 5 psi nitrogen on the reactor. Add 600 mL toluene (sparged with N2 for 75 min.) via cannula/nitrogen. Purge the reactor 2 times with 20 psi nitrogen and do not allow pressure to go below 5 psi. Place 500 psi of hydrogen on the reactor and warm slowly to 115 C. Hold at this temperature overnight. Cool to 50 C. and sample for HPLC analysis. For chiral HPLC, dilute sample with toluene, wash with sodium bicarbonate, dry on Na2SO4, dilute with heptanes/ethanol.Pour the toluene solution into a separatory funnel and add 140 mL of ethyl acetate to get everything into the separatory funnel and to keep everything in solution during the work-up. Wash the solution with 420 mL of 1 M NaOH solution (the organic layer looks cloudy; aqueous layer clear). Separate the layers and wash the organic layer with 420 mL of H2O. Distill the organic layer at atmospheric pressure to 1.5 volumes of toluene (2.5 volumes total solution remaining). Cool the solution to 60 C. and add 700 mL of heptane (5V) slowly over 3 min at 60 C. and heat the resulting clear solution at 60 C. overnight with overhead stirring (150 rpm). After 15 min, there is more solid. In the morning, cool the slurry, filter, collect the solid material and dry in a vacuum oven at 60 C. for 3 hours. 126.97 g, HPLC: 99.4% pure, Chiral HPLC: 94.6% ee.
 

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