Skip to Content
Merck
All Photos(1)

Documents

419362

Sigma-Aldrich

Di-tert-butyl N,N-diisopropylphosphoramidite

95%

Synonym(s):

Di-tert-butyl diisopropylphosphoramidite

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

Quality Level

200

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

SMILES string

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

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

InChI key

YGFLCNPXEPDANQ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

related product

Product No.
Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Di-tert-butyl phosphite 95%

Sigma-Aldrich

762326

Di-tert-butyl phosphite

3-Chloroperbenzoic acid ≤77%

Sigma-Aldrich

273031

3-Chloroperbenzoic acid

Hydrogen peroxide solution 30 % (w/w) in H2O, contains stabilizer

Sigma-Aldrich

H1009

Hydrogen peroxide solution

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)
Fluorogenic peptide substrates for serine and threonine phosphatases.
Xue F and Seto C T
Organic Letters, 12(9), 1936-1939 (2010)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service