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33737

Sigma-Aldrich

Dibenzyl N,N-dimethylphosphoramidite

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About This Item

Empirical Formula (Hill Notation):
C16H20NO2P
CAS Number:
Molecular Weight:
289.31
Beilstein/REAXYS Number:
7427974
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

refractive index

n20/D 1.553

density

1.089 g/mL at 20 °C (lit.)

functional group

amine
phenyl

storage temp.

2-8°C

SMILES string

CN(C)P(OCc1ccccc1)OCc2ccccc2

InChI

1S/C16H20NO2P/c1-17(2)20(18-13-15-9-5-3-6-10-15)19-14-16-11-7-4-8-12-16/h3-12H,13-14H2,1-2H3

InChI key

GDEJGFHRPXLQNN-UHFFFAOYSA-N

Application

Dibenzyl N,N-dimethylphosphoramidite was used in the preparation of dibenzyl phosphoramidates incorporating the representative C-terminal protected amino acids leucine, phenylalanine, glutamic acid and proline. It was also used for the fast and clean phosphitylation of alcohols, including hindered alcohols.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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M. Schneider et al.
Ger. Offen. 4'329'533 (1993)
Synthesis of N-phosphoryl amino acids via phosphoramidite amine-exchange.
Chow CP and Berkman CE.
Tetrahedron Letters, 39(41), 7471-7474 (1998)

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