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Acetylthiomethyl-diphenylphosphine borane complex

Catalog Number
ACM446822715-1
Product Name
Acetylthiomethyl-diphenylphosphine borane complex
Structure
Acetylthiomethyl-diphenylphosphine borane complex
CAS
446822-71-5
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Synonyms
AGN-PC-005LSK, boron;S-(diphenylphosphanylmethyl) ethanethioate, Acetylthiomethyl-diphenylphosphine borane complex, 446822-71-5
IUPAC Name
boron;S-(diphenylphosphanylmethyl) ethanethioate
Molecular Weight
288.15
Molecular Formula
C₁₅H₁₈BOPS
InChI
InChI=1S/C15H15OPS.B/c1-13(16)18-12-17(14-8-4-2-5-9-14)15-10-6-3-7-11-15;/h2-11H,12H2,1H3;;
InChI Key
WOWHSIZUGNRROK-UHFFFAOYSA-N
Melting Point
52-55° C
Purity
96%
Storage
2-8°C storage
Complexity
239
Covalently-Bonded Unit Count
2
Exact Mass
285.06700
H-Bond Acceptor
2
H-Bond Donor
0
Heavy Atom Count
19
Monoisotopic Mass
285.067g/mol
Rotatable Bond Count
5
Topological Polar Surface Area
42.4A^2
Application
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.
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