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108554-72-9

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108554-72-9 Usage

Uses

Allyl tetraisopropylphosphorodiamidite may be used in the total synthesis of (?)-tetrahydrolipstatin, dolabelide C, (-)-salicylihalamides A and B.

Check Digit Verification of cas no

The CAS Registry Mumber 108554-72-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,8,5,5 and 4 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 108554-72:
(8*1)+(7*0)+(6*8)+(5*5)+(4*5)+(3*4)+(2*7)+(1*2)=129
129 % 10 = 9
So 108554-72-9 is a valid CAS Registry Number.
InChI:InChI=1/C15H33N2OP/c1-10-11-18-19(16(12(2)3)13(4)5)17(14(6)7)15(8)9/h10,12-15H,1,11H2,2-9H3

108554-72-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-[[di(propan-2-yl)amino]-prop-2-enoxyphosphanyl]-N-propan-2-ylpropan-2-amine

1.2 Other means of identification

Product number -
Other names Allyl-N,N,N',N'-tetraisopropylphosphorylphosphordiamidite

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108554-72-9 SDS

108554-72-9Downstream Products

108554-72-9Relevant articles and documents

A sulfoximine-based inhibitor of human asparagine synthetase kills l-asparaginase-resistant leukemia cells

Ikeuchi, Hideyuki,Ahn, Yong-Mo,Otokawa, Takuya,Watanabe, Bunta,Hegazy, Lamees,Hiratake, Jun,Richards, Nigel G.J.

, p. 5915 - 5927 (2012)

An adenylated sulfoximine transition-state analogue 1, which inhibits human asparagine synthetase (hASNS) with nanomolar potency, has been reported to suppress the proliferation of an l-asparagine amidohydrolase (ASNase)-resistant MOLT-4 leukemia cell line (MOLT-4R) when l-asparagine is depleted in the medium. We now report the synthesis and biological activity of two new sulfoximine analogues of 1 that have been studied as part of systematic efforts to identify compounds with improved cell permeability and/or metabolic stability. One of these new analogues, an amino sulfoximine 5 having no net charge at cellular pH, is a better hASNS inhibitor (KI= 8 nM) than 1 and suppresses proliferation of MOLT-4R cells at 10-fold lower concentration (IC50 = 0.1 mM). More importantly, and in contrast to the lead compound 1, the presence of sulfoximine 5 at concentrations above 0.25 mM causes the death of MOLT-4R cells even when ASNase is absent in the culture medium. The amino sulfoximine 5 exhibits different dose-response behavior when incubated with an ASNase-sensitive MOLT-4 cell line (MOLT-4S), supporting the hypothesis that sulfoximine 5 exerts its effect by inhibiting hASNS in the cell. Our work provides further evidence for the idea that hASNS represents a chemotherapeutic target for the treatment of leukemia, and perhaps other cancers, including those of the prostate.

Phosphoramidite compounds and process for production thereof

-

, (2008/06/13)

Phosphoramidite compounds of the general formula STR1 wherein each of R1 and R2 represents a hydroxyl group having a protective group, or the group --OR4, R3 represents a hydrogen atom, a hydroxyl group having a protective group, or the group --OR4, R4 represents the group STR2 X represents a secondary amino group, R5 represents an allylic residue or a protective group capable of being split off by beta-cleavage, and BAOC represents a nucleoside base residue in which the amino or imino group is protected with an allyloxycarbonyl-type residue, with the proviso that only one of R1, R2 and R3 represents the group--OR4. The compounds can be produced by reacting a nucleoside represented by the general formula STR3 wherein each of R1 ' and R2 ' represents a hydroxyl group which may have a protective group, R3 ' represents a hydrogen atom, or a hydroxyl group which may have a protective group, and BAOC is as defined, with the proviso that only one of R1 ', R2 'and R3 ' is a hydroxyl group, with a phosphoramide compound represented by the general formula STR4 wherein X and R5 are as defined, and Y represents a secondary amino group or a halogen atom.

BIS(ALLYLOXY)(DIISOPROPYLAMINO)PHOSPHINE AS A NEW PHOSPHINYLATION REAGENT FOR THE PHOSPHORYLATION OF HYDROXY FUNCTIONS

Bannwarth, Willi,Kueng, Erich

, p. 4219 - 4222 (2007/10/02)

Bis(allyloxy)(diisopropylamino)phosphine is a new phosphinylating agent which can be employed for an effective phosphorylation of hydroxy functions after activation by tetrazole followed by an oxidation step.The allyl protecting groups are removed afterwards with Pd(O)P(C6H5)3)4 leading to the corresponding phophorylated substrate.

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