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416436

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

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About This Item

Linear Formula:
[(CH3)2CH]2NP(OCH2C6H5)2
CAS Number:
108549-23-1
Molecular Weight:
345.42
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24866075
MDL number:
MFCD00191988
Beilstein/REAXYS Number:
3616864
Assay:
90%
Form:
liquid
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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.)

functional group

amine, phenyl

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

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.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

156.2 °F - closed cup

flash_point_c

69 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR3354
MKCK6531
MKCH3797
MKCD5386
MKBX3138V

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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
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
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
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Global Trade Item Number

SKUGTIN
416436-5ML04061837657184
416436-25ML04061837657177