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106356-53-0

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106356-53-0 Usage

Uses

This allylboration reagent is a convenient, salt-free, stable solution of a chiral allyl borane for asymmetric allylation of aldehydes leading to chiral homoallylic alcohols.

General Description

http://www.sigmaaldrich.com/ifb/acta/v35/acta-vol35-2002.html#32

Check Digit Verification of cas no

The CAS Registry Mumber 106356-53-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,6,3,5 and 6 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 106356-53:
(8*1)+(7*0)+(6*6)+(5*3)+(4*5)+(3*6)+(2*5)+(1*3)=110
110 % 10 = 0
So 106356-53-0 is a valid CAS Registry Number.

106356-53-0 Well-known Company Product Price

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  • Aldrich

  • (678503)  (+)-Ipc2B(allyl)boranesolution  1 M in pentane

  • 106356-53-0

  • 678503-5ML

  • 745.29CNY

  • Detail
  • Aldrich

  • (678503)  (+)-Ipc2B(allyl)boranesolution  1 M in pentane

  • 106356-53-0

  • 678503-25ML

  • 2,603.25CNY

  • Detail

106356-53-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name prop-2-enyl-bis[(1S,3S,4R,5S)-4,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]borane

1.2 Other means of identification

Product number -
Other names -

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:106356-53-0 SDS

106356-53-0Relevant articles and documents

Stereoselective synthesis of the C1-C12 fragment of the cytotoxic macrolide FD-891

Murga, Juan,García-Fortanet, Jorge,Carda, Miguel,Marco, J. Alberto

, p. 2830 - 2832 (2004)

A stereoselective synthesis of the C1-C12 fragment of the naturally occurring, cytotoxic macrolide FD-891, is described. The initial chirality was created via an asymmetric Evans aldol reaction. Two other asymmetric reactions, a Sharpless epoxidation and

Stereoselective synthesis of (-)-galantinic acid

Dubey, Abhishek,Harbindu, Anand,Kumar, Pradeep

, p. 901 - 904 (2011)

An efficient and highly concise synthesis of (-)-galantinic acid has been achieved using an asymmetric allylation reaction of Garner's aldehyde. Georg Thieme Verlag Stuttgart - New York.

Total Synthesis and Tentative Structural Elucidation of Cryptomoscatone E3: Interplay of Experimental and Computational Studies

Novaes, Luiz F.T.,Sarotti, Ariel M.,Pilli, Ronaldo A.

, p. 12027 - 12037 (2015)

A successful combination of computational chemistry and total synthesis was explored to tentatively elucidate the absolute configuration of cryptomoscatone E3, a polyketide isolated from the Brazilian tree Cryptocarya mandiocanna. Two independent synthetic approaches are discussed based on asymmetric allylation, ring closing metathesis, and aldol reactions.

Enantioselective Total Synthesis of Diocollettines A

Kawamoto, Yuichiro,Kobayashi, Toyoharu,Ito, Hisanaka

supporting information, p. 5813 - 5816 (2019/07/08)

The first enantioselective total synthesis of diocollettines A was accomplished in only six steps from a known compound. A short and practical synthetic route was disclosed, featuring an intensive investigation of the stereoselective aldol reaction as a key step using an easily prepared aldehyde moiety and an enone derivative. The synthetic scheme also includes the efficient stereocontrolled construction of the tricyclic skeleton of diocollettines A by intramolecular acetal formation, stereoselective dihydroxylation, and intramolecular ether cyclization.

Total synthesis and configurational assignment of the marine natural product haliclamide

Pfeiffer, Bernhard,Speck-Gisler, Sandra,Barandun, Luzi,Senft, Ursula,De Groot, Claire,Lehmann, Irene,Ganci, Walter,Gertsch, Juerg,Altmann, Karl-Heinz

, p. 2553 - 2563 (2013/05/22)

The marine natural product haliclamide has been synthesized based on macrocyclization by ring-closing olefin metathesis. Using either enantiomer of two of the four building blocks that were employed to assemble the diene precursor for the metathesis reaction, three non-natural isomers of haliclamide were also prepared. On the basis of the comparison of the 1H and 13C NMR spectra of the individual stereoisomers with literature data for the natural product, the configuration of the previously unassigned stereocenters at C9 and C20 of haliclamide could be determined to be S for both carbons. The absolute configuration of haliclamide thus is 2S, 9S, 14R, 20S. The antiproliferative activity of synthetic haliclamide against several human cancer cell lines was found to be in the high μM range. The compound showed no antifungal or antibiotic activity.

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