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15140

Sigma-Aldrich

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride

≥97.0% (AT)

Synonym(s):

BOP-Cl, Phosphoric acid bis(2-oxooxazolidide) chloride

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About This Item

Empirical Formula (Hill Notation):
C6H8ClN2O5P
CAS Number:
68641-49-6
Molecular Weight:
254.56
Beilstein:
3654596
MDL number:
MFCD00010077
UNSPSC Code:
12352100
PubChem Substance ID:
57647324
NACRES:
NA.22

Quality Level

200

Assay

≥97.0% (AT)

form

solid

mp

191 °C (dec.) (lit.)

SMILES string

ClP(=O)(N1CCOC1=O)N2CCOC2=O

InChI

1S/C6H8ClN2O5P/c7-15(12,8-1-3-13-5(8)10)9-2-4-14-6(9)11/h1-4H2

InChI key

KLDLRDSRCMJKGM-UHFFFAOYSA-N

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Related Categories

Application

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride was used in the preparation of hexadepsipeptide.

Other Notes

Reagent for activating the carboxylic group, synthesis of amides ; Esters ; Peptides

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Zhao Yanbin et al.
Biochemical and biophysical research communications, 516(1), 102-111 (2019-06-16)
Here, we firstly examined the proliferation and invasion capacities of different osteosarcoma (OS) cell lines, and analyzed the profiling of the differentially expressed circular RNAs(circRNAs). Then, we identified a novel circRNA(circ_101356/circ_0004846, we named circSAMD4 in the present study) and found
E.J. Corey et al.
Journal of the American Chemical Society, 104, 6818-6818 (1982)
Yanjie Xu et al.
Molecules (Basel, Switzerland), 10(1), 259-264 (2007-11-17)
Hexadepsipeptide 2, the precursor of Hirsutellide A (1), was synthesized in an overall yield of 45% from N-Boc-Me-Gly via three coupling reactions using dicyclohexylcarbodiimide (DCC), O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyl- uronium hexafluorophosphate (HATU) and bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl), respectively.
R.D. Tung et al.
Journal of the American Chemical Society, 107, 4342-4342 (1985)
J. Cabre et al.
Synthesis, 413-413 (1984)
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