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331848 Sigma-Aldrich

(2R,3S)-(−)-N-Boc-6-oxo-2,3-diphenylmorpholine

98%

Synonym: tert-Butyl (2R,3S)-(−)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate

  • CAS Number 112741-49-8

  • Empirical Formula (Hill Notation) C21H23NO4

  • Molecular Weight 353.41

  •  MDL number MFCD00074955

  •  PubChem Substance ID 24860002

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Heterocyclic Building Blocks, Morpholines More...
Quality Level   100
assay   98%
optical activity   [α]25/D −87°, c = 5.5 in methylene chloride
optical purity   ee: 99% (HPLC)
mp   206 °C (dec.) (lit.)
storage temp.   2-8°C
SMILES string   CC(C)(C)OC(=O)N1CC(=O)O[C@@H]([C@@H]1c2ccccc2)c3ccccc3
InChI   1S/C21H23NO4/c1-21(2,3)26-20(24)22-14-17(23)25-19(16-12-8-5-9-13-16)18(22)15-10-6-4-7-11-15/h4-13,18-19H,14H2,1-3H3/t18-,19+/m0/s1
InChI key   MRUKRSQUUNYOFK-RBUKOAKNSA-N

Description

Application

(2R,3S)-(-)-N-Boc-6-oxo-2,3-diphenylmorpholine (Williams′ morpholinone) can be used as a reactant to prepare:
•  Indole substituted tryptophan derivatives by alkylation with quaternary gramine in the presence of a base.
•  Tyrosine derivatives, which can be utilized as building blocks for the total synthesis of ecteinascidin and safracin family of alkaloids.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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