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Acetylthiomethyl-diphenylphosphineboranecomplex

Acetylthiomethyl-diphenylphosphineboranecomplex structure

Acetylthiomethyl-diphenylphosphineboranecomplex 

structure
  • CAS No:

    446822-71-5

  • Formula:

    C15H18BOPS

  • Chemical Name:

    Acetylthiomethyl-diphenylphosphineboranecomplex

  • Synonyms:

    Acetylthiomethyl-diphenylphosphineboranecomplex

Acetylthiomethyl-diphenylphosphineboranecomplex Basic Attributes

288.157

285.067

DTXSID10460631

Characteristics

42.4

52-55 °C

2-8°C

Safety Information

3

36/37/38

26

Xi

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

Acetylthiomethyl-diphenylphosphineboranecomplex Use and Manufacturing

Traceless Staudinger ligation reagent with borane protecting group. The borane group stabilizes the phosphine against oxidation and can be easily removed with mild basic or acidic conditions to yield the active phosphine. After reaction with an azide, the phosphine is eliminated in the presence of water to yield a native amide bond. Used in the synthesis of cyclic peptides.

Computed Properties

Molecular Weight:285.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:285.0674284
Monoisotopic Mass:285.0674284
Topological Polar Surface Area:42.4
Heavy Atom Count:19
Complexity:239
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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