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Dibenzyl chloroMethyl phosphate

Product Name
Dibenzyl chloroMethyl phosphate
CAS No.
258516-84-6
Chemical Name
Dibenzyl chloroMethyl phosphate
Synonyms
DIBENZYL CHLOROMETHYL PHOSPHATE;5-amino-6-fluoropyridine-5-carbonitrile;Chloromethyl bis(phenylmethyl) phosphate;Phosphoric acid, chloromethyl bis(phenylmethyl) ester
CBNumber
CB82550677
Molecular Formula
C15H16ClO4P
Formula Weight
326.71
MOL File
258516-84-6.mol
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Dibenzyl chloroMethyl phosphate Property

Boiling point:
433.2±45.0 °C(Predicted)
Density 
1.285±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
form 
liquid
Appearance
Colorless to light yellow Liquid
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P314Get medical advice/attention if you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
86546
Product name
Dibenzyl chloromethyl phosphate
Purity
for HPLC derivatisation, ≥97.0%, ≥97.0% (HPLC)
Packaging
1g
Price
$694
Updated
2024/03/01
TRC
Product number
D422695
Product name
Dibenzyl chloromethyl phosphate
Packaging
2.5g
Price
$180
Updated
2021/12/16
Oakwood
Product number
243773
Product name
Dibenzyl (chloromethyl) phosphate
Packaging
250mg
Price
$25
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD137347
Product name
Dibenzyl chloromethyl phosphate
Packaging
250mg
Price
$50
Updated
2021/12/16
Oakwood
Product number
243773
Product name
Dibenzyl (chloromethyl) phosphate
Packaging
1g
Price
$50
Updated
2021/12/16
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Dibenzyl chloroMethyl phosphate Chemical Properties,Usage,Production

Uses

Dibenzyl (Chloromethyl) Phosphate acts as a reagent in the screening and synthesis of potent NPP6 inhibitor.

Uses

Synthesis of water-soluble prodrugs of lipophilic alcohols, phenols and amines. Dibenzyl chloromethyl phosphate is an improved derivative of the well known Di-tert-butyl chloromethyl phosphate. So it can be detected more easily by HPLC-UV, because of higher stability, higher yields and better UV-activity.

reaction suitability

reagent type: derivatization reagent
reaction type: Acylations

Synthesis

3518-65-8

1623-08-1

258516-84-6

Step 1: Synthesis of dibenzyl chloromethyl phosphate (33B) Dibenzyl chloromethyl phosphate (33A) (5.0 g, 0.018 mol) was dissolved in a solvent mixture of dichloromethane (50 mL) and water (50 mL), followed by the addition of tetrabutylammonium sulfate (1.22 g, 0.0036 mol) as a phase transfer catalyst. Sodium bicarbonate (6.0 g, 0.072 mol) was slowly added to adjust the pH of the reaction system under cooling conditions in an ice-water bath. Next, chloromethanesulfonyl chloride (2.97 g, 1.9 mL) was added dropwise to the reaction mixture. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the reaction was allowed to partition, the organic phase was separated, and the aqueous phase was extracted with dichloromethane (50 mL). The organic extracts were combined and washed with saturated sodium chloride solution (100 mL x 2) to remove residual water-soluble impurities. The organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using a gradient elution of petroleum ether/ethyl acetate (v/v = 5:1→3:1) to afford dibenzyl chloromethyl phosphate (33B) as a colorless liquid (4.35 g, yield: 74.1%). 1H NMR (400 MHz, CDCl3): δ 7.36-7.26 (m, 10H), 5.63 (d, 2H), 5.10 (d, 4H).

References

[1] Patent: US2016/60197, 2016, A1. Location in patent: Paragraph 0362; 0363; 0364; 0365
[2] Patent: KR2016/5361, 2016, A. Location in patent: Paragraph 1019; 1022; 1023-1025
[3] Journal of the American Chemical Society, 2011, vol. 133, # 31, p. 12021 - 12030

Dibenzyl chloroMethyl phosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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Dibenzyl chloroMethyl phosphate Suppliers

Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
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Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
18270980682
Fax
021 51613951
Email
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China
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8669
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57
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
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Sales-JP@TCIchemicals.com
Country
Japan
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TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
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Europe
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TCI AMERICA
Tel
800-4238616
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+1-888-520-1075 / +1-503-283-1987
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Americas
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Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
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China
ProdList
39966
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Suzhou Lakestar Pharmatech Co., Ltd.
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China
ProdList
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Shanghai Xingui Biotechnology Co., Ltd.
Tel
15121041756
Email
xingui2022@126.com
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China
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Cool Pharm, Ltd
Tel
021-60455363 18019463053
Fax
50966098
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sales@coolpharm.com
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China
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Atop Bio-Tech (Tianjin) Co., Ltd. (Atop)
Tel
022-66200236 18622210341
Fax
+86-022-66200236
Email
sales@atop-biotech.com
Country
China
ProdList
295
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View Lastest Price from Dibenzyl chloroMethyl phosphate manufacturers

Career Henan Chemical Co
Product
Dibenzyl chloroMethyl phosphate 258516-84-6
Price
US $1.00/KG
Min. Order
1KG
Purity
85.0-99.8%
Supply Ability
20 tons
Release date
2019-12-24

258516-84-6, Dibenzyl chloroMethyl phosphateRelated Search:


  • DIBENZYL CHLOROMETHYL PHOSPHATE
  • Phosphoric acid, chloromethyl bis(phenylmethyl) ester
  • 5-amino-6-fluoropyridine-5-carbonitrile
  • Chloromethyl bis(phenylmethyl) phosphate
  • 258516-84-6
  • C15H16ClO4P
  • Primary Amines
  • Analytical Reagents
  • Analytical/Chromatography
  • Building Blocks
  • by Application
  • Chemical Synthesis
  • Derivatization Reagents
  • Derivatization Reagents HPLC
  • HPLC Derivatization Reagents
  • Organic Building Blocks
  • Phosphorus Compounds
  • Phosphorus Halides
  • UV-VIS
  • SiChem