Autorizzo l’utilizzo di cookies.

Accetto Utilizziamo cookies per migliorare il nostro servizio e realizzare statistiche. Questa funzione puó essere disattivata cambiando la configurazione del browser. Continuando a navigare senza modificare questi parametri, consideriamo che l’uso di cookies sia accettato

68641-49-6 - Bis(2-oxo-3-oxazolidinyl)phosphinic chloride, 97% - BOP-Cl - L08775 - Alfa Aesar

L08775 Bis(2-oxo-3-oxazolidinyl)phosphinic chloride, 97%

Codice CAS
68641-49-6
Sinonimi
BOP-Cl

Dimensioni Prezzo ($) Quantità Disponibilità
1g 17,80
5g 47,90
25g 162,00
Aggiungi al carrello Aggiungi al preventivo generale Visualizza articolo

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride, 97%

MDL
MFCD00010077

Proprietà chimiche

Formula
C6H8ClN2O5P
Peso formula
254.57
Punto di fusione
ca 195° dec.
Sensibilità
Moisture Sensitive
Solubilità
Hydrolyzes with water.

Applicazioni

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride was used in the preparation of hexadepsipeptide. Also used as reagent is used for activating the carboxylic group, synthesis of amides, esters and peptides.

Note

Moisture Sensitive, store away from moisture. Store in cool. Keep container tightly closed in a dry and well-ventilated place. Store away from oxidizing agent.

Letteratura

T Miyazawa; T Donkai; T Yamada; S Kuwata. Effect of copper(II) chloride on suppression of racemization in peptide synthesis by the mixed anhydride and related methods. International Journal of Peptide and Protein Reseach. 1992, 40 (1), 49-53.

H T Le; J F Gallard; M Mayer; E Guittet; R Michelot. Use of BOP-Cl in the presence of Boc-amino monothioacids for the thioacylation of imino acid residues. Bioorganic & Medicinal Chemistry. 1996, 4(12), 2201-2209.

Coupling reagent for which the rates of reaction with various nucleophiles are sufficiently different to permit a genuine "one-step" coupling of carboxylic acids with amines: Synthesis, 547 (1980). Particularly suitable for coupling N-alkyl amino acids: J. Org. Chem., 51, 3350 (1986). For discussion of strategies for one-step coupling in synthesis of amides, see: Synthesis, 413 (1984), and of the scope and limitations of the reagent in peptide coupling, see: Int. J. Pept. Prot. Res., 29, 574 (1987); J. Org. Chem., 55, 2895 (1990). See also Appendix 6.

For use in the direct selective 5'-acylation of nucleosides by carboxylic acids, (without 3'-protection), see: Tetrahedron, 44, 229 (1988). For high yield dehydration of carboxylic acids to anhydrides, see: Synthesis, 616 (1981). Also used in macrolide cyclization: J. Am. Chem. Soc., 104, 6818 (1982), and in formation of acyclic esters: Synth. Commun., 14, 515 (1984).

The mixed anhydride formed with carboxylic acids adds to imines to give ß-lactams: Synthesis, 63 (1982):

These are also formed in high yield by cyclization of ß-amino acids: Bull. Korean Chem. Soc., 12, 457 (1991).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Dichiarazioni precauzionali: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
3654596
Classe di rischio
8
Gruppo di imballaggio
II
Codice tariffe armonizzato
2934.99
TSCA
No
RTECS
SZ5871000

Raccomandato

Visualizzati di recente

Prodotti chimici

Scienze della vita

Metalli e materiali

Catalizzatori

Apparecchiature di analisi e di laboratorio