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

Name
Bis(2-oxo-3-oxazolidinyl)phosphinic chloride
EINECS 629-561-5
CAS No. 68641-49-6
Article Data7
CAS DataBase
Density 1.71 g/cm³
Solubility Hydrolyzes with water.
Melting Point 191 °C (dec.)(lit.)
Formula C₆H₈ClN₂O₅P
Boiling Point 332.8 °C at 760 mmHg
Molecular Weight 254.567
Flash Point 155.1 °C
Transport Information UN 3261 8/PG 2
Appearance White solid
Safety 26-36/37/39-45-27
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms Phosphinicchloride, bis(2-oxo-3-oxazolidinyl)- (9CI);BOP-Cl;BOPDC;NSC 377647;
PSA 85.96000
LogP 1.11350

Synthetic route

: 77349-88-3
C24H24ClN2O9P*C5H5N

: 62-53-3
aniline

A: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

B: 77331-11-4
Phenyl-acetic acid indan-5-yl ester

C: 59858-31-0
2,N-Diphenyl-malonamic acid indan-5-yl ester

Conditions

Conditions	Yield
	A 19% B 26% C 73%

...Expand

: 497-25-6
dimethylenecyclourethane

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride In nitromethane at 20℃; for 4h; phosphoramidation;	60%
With phosphorus pentachloride; water 1.) acetonitrile, 20-25 deg C, 24 h 2.) 15-20 deg C, 30 min; Yield given. Multistep reaction;
With phosphorus pentachloride; water 1.) nitromethane, 20-25 deg C, 4 h; 40-45 deg C, 2 h; 2.) nitromethane, 1,2-dimethoxyethane, 0 deg C, 5 min.; Yield given. Multistep reaction;
With phosphorus pentachloride; water 1.) MeCN, 24 h, room temp. 2.) MeCN, -5 deg C; Yield given. Multistep reaction;
With triethylamine; trichlorophosphate In tetrahydrofuran at 0 - 35℃; for 2h;

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 109-73-9
N-butylamine

: 91775-41-6
C10H18N3O5P

Conditions

Conditions	Yield
In dichloromethane for 0.75h; Ambient temperature;	100%
With triethylamine In dichloromethane at 20 - 25℃; for 0.75h;	100%

: 4530-20-5
BOC-glycine

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: (R*)-N-[[2-[N-[(1,1-Dimethylethoxy)carbonyl]glycyl]-1,2,3,4-tetrahydro-3-isoquinolinyl]carbonyl]-L-methionine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane	100%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 75-64-9
tert-butylamine

: 91775-43-8
C10H18N3O5P

Conditions

Conditions	Yield
In dichloromethane at 20 - 25℃; for 3.5h;	99%

: 15761-38-3
L-N-Boc-Ala

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: (R*)-N-[[2-[N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-1,2,3,4-tetrahydro-3-isoquinolinyl]carbonyl]-L-methionine

Conditions

Conditions	Yield
With hydrogenchloride; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; dimethylsulfide; dichloromethane	99%

: t-Butyloxycarbonyl-L-1,2,3,4-tetrahydroisoquinolin-3-carboxylic acid

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: (R*)-N-[[2-[(1,1-Dimethylethoxy)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinyl]carbonyl]-N-methyl-L-methionine

Conditions

Conditions	Yield
With hydrogenchloride; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; dimethylsulfide; dichloromethane	99%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 81592-01-0
2,6-dichlorobenzoic acid N-ethyl-piperidinium salt

: 77331-22-7
C13H11Cl2N2O7P

Conditions

Conditions	Yield
	98%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 50-30-6
2,6-dichlorobenzoic acid

: 77331-22-7
C13H11Cl2N2O7P

Conditions

Conditions	Yield
With 1-ethyl-piperidine In dichloromethane at 15℃; for 1.5h;	98%

: 1477517-16-0
C13H19BrO3Si

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 1477517-17-1
C19H26BrN2O8PSi

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	98%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 77331-14-7
2,6-dimethoxybenzoic acid triethylammonium salt

: 77331-20-5
C15H18ClN2O9P*C6H15N

Conditions

Conditions	Yield
In hexane; dichloromethane at 20℃; for 0.5h;	97%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: N,N-bis<2-oxo-3-oxazolidinyl>phosphorodiamidic azide

Conditions

Conditions	Yield
With sodium azide In nitromethane at 70℃; for 3h;	97%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 55611-39-7
n-allylcyclopentylamine

: 245116-08-9
3-chloro-5-(tert-butyldimethylsilyloxy)benzoic acid

: [3-Chloro-5-(tert-butyldimethylsilyloxy)phenyl]-N-cyclopentyl-N-prop-2-enylcarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane	97%

...Expand

: 13734-41-3
t-Boc-L-valine

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: (R*)-N-[[2-[N-[(1,1-Dimethylethoxy)-carbonyl]-L-valyl]-1,2,3,4-tetrahydro-3-isoquinolinyl]carbonyl]-L-methionine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane	97%
With N-ethyl-N,N-diisopropylamine In dichloromethane

BOP chloride: BOP chloride

: 13734-41-3
t-Boc-L-valine

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: (R*)-N-[[2-[N-[(1,1-Dimethylethoxy)-carbonyl]-L-valyl]-1,2,3,4-tetrahydro-3-isoquinolinyl]carbonyl]-L-methionine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane	97%

...Expand

: 106-44-5
p-cresol

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 1231261-79-2
p-tolyl bis(2-oxo-3-oxazolidinyl)phosphoramide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;	97%

: C12H16F3NO7S

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: C24H28F6N2O12S2

Conditions

Conditions	Yield
With 2,4,6-trimethyl-pyridine In dichloromethane at 0 - 25℃; for 26h; Inert atmosphere; Sealed tube;	97%

: 100-02-7
4-nitro-phenol

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: (2-oxo-3-oxazolidinyl)p-nitrophenyl phosphoramidate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20 - 25℃;	96%

: (2R*,4S*)-2-benzyl-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine

: 1877-72-1
3-Cyanobenzoic acid

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: (2R*,4S*)-2-benzyl-1-(3-cyanobenzoyl)-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine

Conditions

Conditions	Yield
With triethylamine	96%

...Expand

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 77331-12-5
2-Phenyl-malonic acid mono-indan-5-yl ester; compound with pyridine

: 77349-88-3
C24H24ClN2O9P*C5H5N

Conditions

Conditions	Yield
In acetonitrile at -15℃; for 0.5h;	95%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 135-19-3
β-naphthol

: 1231261-76-9
naphthalen-2-yl bis(2-oxo-3-oxazolidinyl)phosphoramide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;	95%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	62%

: 196081-71-7
2-bromo-3-hydroxy-benzaldehyde

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 1477517-12-6
C13H12BrN2O7P

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	94%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 77331-13-6
2-Phenyl-malonic acid monophenyl ester; compound with pyridine

: 77331-18-1
C21H20ClN2O9P*C5H5N

Conditions

Conditions	Yield
In acetonitrile at -15℃; for 0.5h;	93%

: 13734-41-3
t-Boc-L-valine

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: (R*)-2-[N-[(1,1-Dimethylethoxy)carbonyl]-L-valyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, phenylmethyl ester

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine In dichloromethane; water; ethyl acetate	93%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 99-93-4
4-Hydroxyacetophenone

: 1231261-83-8
4-acetylphenyl bis(2-oxo-3-oxazolidinyl)phosphoramide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;	93%

: 371-41-5
4-Fluorophenol

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 1231261-81-6
4-fluorophenyl bis(2-oxo-3-oxazolidinyl)phosphoramide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;	92%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 767-00-0
4-cyanophenol

: 1231261-82-7
4-cyanophenyl bis(2-oxo-3-oxazolidinyl)phosphoramide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;	92%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 99-07-0
3-Dimethylaminophenol

: 1231261-80-5
3-(dimethylamino)phenyl bis(2-oxo-3-oxazolidinyl)phosphoramide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;	92%

: 573-97-7
1-bromo-2-naphthol

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 1477517-11-5
C16H14BrN2O6P

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	92%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 64-04-0
phenethylamine

: 91747-68-1
N,N-Bis(2-oxo-oxozolidinyl)-N-β-phenylethylphosphorotriamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20 - 25℃; for 0.25h;	91%

: 52927-22-7
6-cyano-2-naphthol

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 1231261-78-1
6-cyanonaphthalen-2-yl bis(2-oxo-3-oxazolidinyl)phosphoramide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;	91%

: 21691-53-2
L-leucine tert-butyl ester

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: C16H28N3O7P

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 0℃; for 4h;	90%

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

Molecule structure of Phosphinic chloride,P,P-bis(2-oxo-3-oxazolidinyl)- (CAS NO.68641-49-6):

IUPAC Name: 3-[chloro-(2-oxo-1,3-oxazolidin-3-yl)phosphoryl]-1,3-oxazolidin-2-one
Molecular Weight: 254.564881 [g/mol]
Molecular Formula: C₆H₈ClN₂O₅P
Index of Refraction: 1.572
Molar Refractivity: 48.79 cm³
Molar Volume: 148.2 cm³
Surface Tension: 67.6 dyne/cm
Density: 1.71 g/cm³
Melting Point: 191 °C (dec.)(lit.)
Flash Point: 155.1 °C
Enthalpy of Vaporization: 57.57 kJ/mol
Boiling Point: 332.8 °C at 760 mmHg
Vapour Pressure: 0.000142 mmHg at 25 °C
Sensitive Moisture: Sensitive
XLogP3-AA: -0.1
H-Bond Acceptor: 5
Rotatable Bond Count: 2
Exact Mass: 253.985936
MonoIsotopic Mass: 253.985936
Topological Polar Surface Area: 76.2
Heavy Atom Count: 15
Canonical SMILES: C1COC(=O)N1P(=O)(N2CCOC2=O)Cl
InChI: InChI=1S/C6H8ClN2O5P/c7-15(12,8-1-3-13-5(8)10)9-2-4-14-6(9)11/h1-4H2
InChIKey: KLDLRDSRCMJKGM-UHFFFAOYSA-N
Product Categories of Phosphinic chloride,P,P-bis(2-oxo-3-oxazolidinyl)- (CAS NO.68641-49-6): Peptide coupling agents; Coupling Reagent; Biochemistry; Condensation & Active Esterification; Coupling Reactions (Peptide Synthesis); Peptide Synthesis; Synthetic Organic Chemistry

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

Hazard Codes: Corrosive C
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39-45-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
RTECS: SZ5871000
F: 10-21
HazardClass: 8
PackingGroup: II

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

Phosphinic chloride,P,P-bis(2-oxo-3-oxazolidinyl)- (CAS NO.68641-49-6) is also called Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; BOP-Cl ; Phosphinic chloride, bis(2-oxo-3-oxazolidinyl)- ; Bis(2-oxo-1,3-oxazolidin-3-yl)phosphinic chloride .

Product Name

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

Synthetic route

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

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

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

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