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044864

044864-5g



Sodium triacetoxyborohydride


CAS Number: 56553-60-7
   
Molecular Formula: C6H10O6BNa
   
Molecular Weight: 211.94
   
MDL Number: MFCD00012211

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Purity:98%
Mp:116-120°
Density:1.43
 
Pictograms:
Signal Word:Danger
Hazard Statements:H228.1, H261.2, H303, H315, H335, EUH014
Precautionary Statements:P210, P231, P232, P261, P302 + P352, P304 + P340, P312, P332 + P313, P335 + P334, P402 + P404, P403 + P233, P422
UN#:UN1409
Packing Group:II
Hazard Class:4.3
SDS: See MSDS
 
Limited Quantities:0.5 kg (1.1 lbs) (solid)
Excepted Quantities:Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

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A mild reducing agent especially suitable for reductive aminations due to its large scope, mildness, and selectivity.1,2 The reductive aminations of secondary amines and complex substrates also proceed smoothly using sodium triacetoxyborohydride.3,4 Commonly presented as a general reducing agent for the reductive amination of aldehydes and ketones includes aliphatic, acyclic and cyclic ketones, aliphatic and aromatic aldehydes.1,3,5 Also employed in a novel tandem reductive amination−transamidation−cyclization reaction,6 synthesis of 1,2-disubstituted-3-alkylidenylpyrrolidines in a one-pot, three-component reaction,7 and stereoselectively reduction of 4-ketoprolines to the corresponding trans-hydroxy-proline in excellent yields.8

References
  1. Synlett1990, 537.
  2. Synlett1994, 81.
  3. J. Org. Chem., 199661, 3849.
  4. Org. Lett. 20046, 3821.
  5. Tetrahedron Lett. 199031, 5595.
  6. Org. Lett., 20024, 1201.
  7. Tetrahedron Lett. 200445, 8511.
  8. Tetrahedron Lett. 200445, 6097.

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