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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.)

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

Related Categories

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

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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


Certificates of Analysis (COA)

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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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