DIBENZYL DIISOPROPYLPHOSPHORAMIDITE
- Product Name
- DIBENZYL DIISOPROPYLPHOSPHORAMIDITE
- CAS No.
- 108549-23-1
- Chemical Name
- DIBENZYL DIISOPROPYLPHOSPHORAMIDITE
- Synonyms
- DIBENZYL N,N-DIISOPROPYLPHOSPHORAMIDITE;DIBENZYL N,N-DIISOPRO;Dibenzyl-N,N-disisopropylphosphoramidite;LABOTEST-BB LT00451623;108549-23-1,108549-23-1;DIBENZYL DIISOPROPYLPHOSPHORAMIDITE;Dibenzyl diisopropylphosphoramidoite;Dibenyl NN diisopropylphosphoramidite;DIBENZYLOXY(DIISOPROPYLAMINO)PHOSPHINE;DIBENZYL-N,N-DIISOPROPYLPHOSPHOROAMIDITE
- CBNumber
- CB1772267
- Molecular Formula
- C20H28NO2P
- Formula Weight
- 345.42
- MOL File
- 108549-23-1.mol
DIBENZYL DIISOPROPYLPHOSPHORAMIDITE Property
- Boiling point:
- 130 °C0.55 mm Hg(lit.)
- Density
- 1.028 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.535(lit.)
- Flash point:
- 158 °F
- storage temp.
- 2-8°C
- solubility
- Soluble in chloroform.
- pka
- 4.50±0.70(Predicted)
- form
- Oil
- color
- Clear Colourless
- Water Solubility
- THF: soluble(lit.)
acetonitrile: soluble(lit.)
cold water: insoluble(lit.)
dichloromethane: soluble(lit.) - Sensitive
- Moisture Sensitive
- BRN
- 3616864
- InChI
- InChI=1S/C20H28NO2P/c1-17(2)21(18(3)4)24(22-15-19-11-7-5-8-12-19)23-16-20-13-9-6-10-14-20/h5-14,17-18H,15-16H2,1-4H3
- InChIKey
- ANPWLBTUUNFQIO-UHFFFAOYSA-N
- SMILES
- P(N(C(C)C)C(C)C)(OCC1=CC=CC=C1)OCC1=CC=CC=C1
- CAS DataBase Reference
- 108549-23-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- F
- 3-10-21
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 416436
- Product name
- Dibenzyl N,N-diisopropylphosphoramidite
- Purity
- technical grade, 90%
- Packaging
- 5ml
- Price
- $109.25
- Updated
- 2025/07/31
- Product number
- 416436
- Product name
- Dibenzyl N,N-diisopropylphosphoramidite
- Purity
- technical grade, 90%
- Packaging
- 25ml
- Price
- $356.25
- Updated
- 2025/07/31
- Product number
- D2624
- Product name
- Dibenzyl N,N-Diisopropylphosphoramidite
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $237
- Updated
- 2025/07/31
- Product number
- D417500
- Product name
- Dibenzyl N,N-diisopropylphosphoramidite
- Packaging
- 5g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 12547
- Product name
- Dibenzyl-N,N-diisopropylphosphoramidite,99%(PNMR)
- Purity
- 99%(PNMR)
- Packaging
- 25G
- Price
- $156.8
- Updated
- 2021/12/16
DIBENZYL DIISOPROPYLPHOSPHORAMIDITE Chemical Properties,Usage,Production
Description
Dibenzyl diisopropylphosphoramidite is a versatile phosphitylating agent.
Chemical Properties
Clear Colourless Liquid
Uses
A versatile phosphitylating agent
Uses
Dibenzyl N,N-diisopropylphosphoramidite may be used for the preparation of phosphopeptides. It is used for the synthesis of a GDP (guanosine diphosphate) analog, SML-8-73-1. It is useful for nucleotide coupling.
Synthesis
921-26-6
100-51-6
108549-23-1
General procedure for the synthesis of diphenyl N,N'-diisopropylphosphoramidite from dichloro-N,N-diisopropylphosphoramidite and benzyl alcohol: 42 g (207.92 mmol) of dichloro-N,N-diisopropylphosphoramidite was placed in a 500 mL round-bottomed flask, and 300 mL of anhydrous tetrahydrofuran was added, and dissolved by stirring. Subsequently 66 mL (455.44 mmol, 46 g) of anhydrous triethylamine was added. The flask was cooled to 0°C in an ice-salt bath and 45 mL (416.67 mmol, 45 g) of anhydrous benzyl alcohol was added slowly and dropwise under nitrogen protection, keeping the reaction temperature close to 0°C. Upon completion of the reaction, the suspension was added dropwise and the formation of a white solid was observed. The reaction mixture was removed from the ice bath, returned to room temperature and stirring was continued for 3 hours. After stopping stirring, it was allowed to stand for 10 minutes for filtration and the solid was washed with tetrahydrofuran. The filtrate was collected and the solvent was removed by rotary evaporation to give the crude product. Without column chromatographic purification, 54.0 g of the oily product was obtained directly in 75.3% yield.
References
[1] Tetrahedron, 1991, vol. 47, # 26, p. 4709 - 4722
[2] Patent: CN102977145, 2017, B. Location in patent: Paragraph 0196; 0197
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 11, p. 1239 - 1246
[4] Journal of Medicinal Chemistry, 1994, vol. 37, # 23, p. 3918 - 3927
[5] Journal of Organic Chemistry, 1996, vol. 61, # 22, p. 7719 - 7726
DIBENZYL DIISOPROPYLPHOSPHORAMIDITE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from DIBENZYL DIISOPROPYLPHOSPHORAMIDITE manufacturers
- Product
- Dibenzyl diisopropylphosphoramidite 108549-23-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-25
- Product
- DIBENZYL DIISOPROPYLPHOSPHORAMIDITE 108549-23-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-22
- Product
- Dibenzyl diisopropylphosphoramidite 108549-23-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 20 tons
- Release date
- 2023-11-14