Staurosporine → Staurosporine

HRID 438900Notes

Reaction equation

HRID 438900 reaction equation
CCCCc1cc(Cl)c(C=O)[nH]1.CN[C@@H]1C[C@H]2O[C@@](C)([C@@H]1OC)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4>CC(=O)O.CC(=O)O[BH-](OC(C)=O)OC(C)=O.CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].CN1CCCC1=O.[Na+].[Ti+4]>CCCCc1cc(Cl)c(CN(C)[C@@H]2C[C@H]3O[C@@](C)([C@@H]2OC)n2c4ccccc4c4c5c(c6c7ccccc7n3c6c42)C(=O)NC5)[nH]1

Participants

9

Reactant 2

HCID 44259StaurosporineHCID 178440985HCID 178440985, compound

Product 3

HCID 44259StaurosporineHCID 178440983HCID 178440983, compoundHCID 178440985HCID 178440985, compound

Reagents, catalysts & solvents 4

HCID 176Acetic AcidReagentHCID 11026Titanium isopropoxideReagentHCID 5049666Sodium triacetoxyborohydrideReagentHCID 13387N-methyl-2-pyrrolidoneSolvent7×

Conditions

Temperature
22 °C

Workup

  1. additionThe next morning, the Mosquito(R) was used to dilute the 100 mM reactions to 50 mM via addition of 1 uL DMSO to each reaction well, followed by dispense mixing.
  2. additionThe reactions were quenched with 1 uL saturated aqueous NaHCO3.
  3. additionThe reactions were quenched with 1 uL water.
  4. additionThe reactions were diluted to approximately 10 mM.
  5. aliquotMosquito(R) was used to transfer 1 uL of each quenched reaction from the 1,536-well reaction plate to 384-well analytical plates containing 60 uL DMSO for analysis by UPLC.
  6. additionMosquito(R) was used to transfer 1 uL of each quenched reaction from the 1,536-well reaction plate to 384-well analytical plates containing 60 uL DMSO for analysis by UPLC.

Sources & evidence

ORD record
ord-ad27ffd133bd4c7ebd458ddb6519c715
Source dataset
Cernak miniaturized reductive amination
Original link
View source

Reaction notes

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