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94790-37-1 - O-(1H-Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate, 98% - HBTU - B23597 - Alfa Aesar

B23597 O-(1H-Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate, 98%

CAS Number
94790-37-1
Synonyms
HBTU

Size Price ($) Quantity Availability
5g 48.90
25g 180.00
100g 703.00
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O-(1H-Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate, 98%

MDL
MFCD00075445
EINECS
423-020-5

Chemical Properties

Formula
C11H16F6N5OP
Formula Weight
379.25
Melting point
ca 200° dec.
Solubility
Soluble in acetonitrile.

Applications

O-(1H-Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate is used as a coupling reagent for solid-phase peptide synthesis. It has been shown to effectively suppress racemization.

Notes

Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.

Literature References

Peptide coupling reagent giving high yields with minimal racemization: Synthesis, 572 (1984). See Appendix 6.

Yoshida, M.; Sasahara, K. I.; Doi, T. Total synthesis of cyclodepsipeptide spiruchostatin A on silyl-linked polymer-support. Tetrahedron 2015, 71 (40), 7647-7653.

Buba, A. E.; Löwe, H.; Kunz, H. Fluorenylmethoxycarbonyl-Protected O-Glycosyl-N-methyl Amino Acids: Building Blocks for the Synthesis of Conformationally Tuned Glycopeptide Antigens. Eur. J. Org. Chem. 2015, 2015 (26), 5764-5774.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
7328329
Harmonized Tariff Code
2933.99
TSCA
No

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