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Merck
CN

419362

Di-tert-butyl N,N-diisopropylphosphoramidite

95%, liquid

Synonym(s):

Di-tert-butyl diisopropylphosphoramidite

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About This Item

Linear Formula:
[(CH3)2CH]2NP[OC(CH3)3]2
CAS Number:
137348-86-8
Molecular Weight:
277.38
NACRES:
NA.22
PubChem Substance ID:
24866105
UNSPSC Code:
12352001
MDL number:
MFCD00153506
Beilstein/REAXYS Number:
4858847

Key Documents

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Product Name

Di-tert-butyl N,N-diisopropylphosphoramidite, 95%

Quality Level

200

InChI

1S/C14H32NO2P/c1-11(2)15(12(3)4)18(16-13(5,6)7)17-14(8,9)10/h11-12H,1-10H3

SMILES string

CC(C)N(C(C)C)P(OC(C)(C)C)OC(C)(C)C

InChI key

YGFLCNPXEPDANQ-UHFFFAOYSA-N

assay

95%

form

liquid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand

refractive index

n20/D 1.444 (lit.)

bp

85-90 °C/0.2 mmHg (lit.)

density

0.879 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Related Categories

Application

Di-tert-butyl N,N-diisopropylphosphoramidite is a general reagent to introduce tert-butyl-protected phosphate groups. It is commonly used in phosphorylation of biomolecules. It can also be used in the synthesis of phosphoramidate-linked glycoconjugates.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS7730
MKCQ8405
MKCL2451
MKCP2856
MKCF0433

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Solid?Phase Synthesis of Phosphoramidate?Linked Glycopeptides.
Jaradat D S M, et al.
European Journal of Organic Chemistry, 2010(26), 5004-5009 (2010)
Synthesis, structure? activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARγ, and inhibitors of autotaxin.
Durgam G G, et al.
Journal of Medicinal Chemistry, 48(15), 4919-4930 (2005)
Joanna M Swarbrick et al.
The Journal of organic chemistry, 77(9), 4191-4197 (2012-01-31)
Stable cyclic adenosine 5'-diphosphate ribose (cADPR) analogues are chemical biology tools that can probe the Ca(2+) release mechanism and structure-activity relationships of this emerging potent second messenger. However, analogues with an intact "northern" ribose have been inaccessible due to the
Fluorogenic peptide substrates for serine and threonine phosphatases.
Xue F and Seto C T
Organic Letters, 12(9), 1936-1939 (2010)

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