Skip to Content
Merck
All Photos(1)

Documents

416436

Sigma-Aldrich

Dibenzyl N,N-diisopropylphosphoramidite

technical grade, 90%

Synonym(s):

Bis(benzyloxy)(diisopropylamino)phosphine, Dibenzyl N,N-diisopropylphosphoramidate, Dibenzyl diisopropylphosphoramidite, N,N-Diisopropyl dibenzyl phosphoramidate, [Bis(benzyloxy)phosphanyl]bis(propan-2-yl)amine

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

About This Item

Linear Formula:
[(CH3)2CH]2NP(OCH2C6H5)2
CAS Number:
108549-23-1
Molecular Weight:
345.42
Beilstein:
3616864
MDL number:
MFCD00191988
UNSPSC Code:
12352100
PubChem Substance ID:
24866075
NACRES:
NA.22

grade

technical grade

Quality Level

200

Assay

90%

form

liquid

refractive index

n20/D 1.535 (lit.)

bp

130 °C/0.55 mmHg (lit.)

solubility

THF: soluble(lit.)
acetonitrile: soluble(lit.)
cold water: insoluble(lit.)
dichloromethane: soluble(lit.)

density

1.028 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)N(C(C)C)P(OCc1ccccc1)OCc2ccccc2

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

InChI key

ANPWLBTUUNFQIO-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Dibenzyl N,N-diisopropylphosphoramidite may be used for the preparation of phosphopeptides. It may be used for the synthesis of a GDP (guanosine diphosphate) analog, SML-8-73-1.

related product

Product No.
Description
Pricing

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °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

Sang Min Lim et al.
Angewandte Chemie (International ed. in English), 53(1), 199-204 (2013-11-22)
We report the synthesis of a GDP analogue, SML-8-73-1, and a prodrug derivative, SML-10-70-1, which are selective, direct-acting covalent inhibitors of the K-Ras G12C mutant relative to wild-type Ras. Biochemical and biophysical measurements suggest that modification of K-Ras with SML-8-73-1
Synthesis, 9, 1481-1485 (2004)
D M Andrews et al.
International journal of peptide and protein research, 38(5), 469-475 (1991-11-01)
A completely general method for the O-phosphorylation of peptides of any given composition using solid-phase methodology is described. Peptides were assembled using Fmoc amino acid active esters, with base used for Fmoc deprotection. Unprotected amino acid side chain hydroxyl groups
D L Clemm et al.
Molecular endocrinology (Baltimore, Md.), 14(1), 52-65 (2000-01-11)
Human progesterone receptor (PR) is phosphorylated on multiple serine residues (at least seven sites) in a manner that involves distinct groups of sites coordinately regulated by hormone and different kinases. Progress on defining a functional role for PR phosphorylation has
Jie Xue et al.
Organic letters, 6(9), 1365-1368 (2004-04-23)
[reaction: see text] A new one-step reaction has been developed for converting 4-azido-4-deoxy-d-galactoside into 4-deoxy-d-erythro-hexos-3-ulose by phosphoramidites and tetrazole. It is proposed that the new reaction proceeds via an intramolecular Staudinger reaction of the phosphite intermediate and a tetrazole-catalyzed elimination
View All Related Papers

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