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102191-92-4

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102191-92-4 Usage

Uses

Employed in the construction of the key tetrahydropyran subunit in a recent synthesis of the marine natural product (–)-dactylodide.

Check Digit Verification of cas no

The CAS Registry Mumber 102191-92-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,2,1,9 and 1 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 102191-92:
(8*1)+(7*0)+(6*2)+(5*1)+(4*9)+(3*1)+(2*9)+(1*2)=84
84 % 10 = 4
So 102191-92-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H18O2Si/c1-8(2,3)11(4,5)10-7-6-9/h6H,7H2,1-5H3

102191-92-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name (TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE

1.2 Other means of identification

Product number -
Other names (tert-Butyldimethylsiloxy)acetaldehyde

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:102191-92-4 SDS

102191-92-4Relevant articles and documents

Synthetic Studies toward the C14-C29 Fragment of Mirabalin

Cornil, Johan,Echeverria, Pierre-Georges,Reymond, Sébastien,Phansavath, Phannarath,Ratovelomanana-Vidal, Virginie,Guérinot, Amandine,Cossy, Janine

, p. 4534 - 4537 (2016)

A convergent synthesis of one isomer of the C14-C29 fragment of mirabalin is disclosed. The key steps include a Marshall allenylation, a Mukaiyama aldol reaction and a Crimmins aldolization, which allow the control of 10 out of 25 stereogenic centers pres

First highly efficient asymmetric synthesis of the Hyrtios erectus diketotriterpenoid

Enders, Dieter,Schuesseler, Thomas

, p. 2280 - 2288 (2002)

The first highly efficient asymmetric synthesis of the diketotriterpenoid 1, isolated from the Indonesian marine sponge Hyrtios erectus, in good overall yield and employing simple starting materials such as butanone, is described. Both stereogenic centres at the C-6 and C-19 positions of the C2-symmetrical molecule were generated via α-alkylation employing the SAMP/RAMP hydrazone method with high asymmetric inductions (de, ee ≥ 96%). The absolute configuration of the natural material was determined as R,R.

Rapid and scalable synthesis of chiral bromolactones as precursors to α-exo-methylene-γ-butyrolactone-containing sesquiterpene lactones

Lagoutte, Roman,Pastor, Miryam,Berthet, Mathéo,Winssinger, Nicolas

, p. 6012 - 6021 (2018)

The sesquiterpene lactones cover a diverse and pharmacologically important diversity space. In particular, the electrophilic α-exo-methylene-γ-butyrolactone moiety that is preponderant in this natural product family has been shown to readily engage in cov

Formal synthesis of belactosin A and hormaomycin via a diastereoselective intramolecular cyclopropanation of an α-nitro diazoester

Vanler, Sebastien F.,Larouche, Guillaume,Wurz, Ryan P.,Charette, Andre B.

, p. 672 - 675 (2010)

Chemical Equation presented An efficient and convenient methodology for the synthesis of the 3-(trans-2-aminocyclopropyl) alanine and 3-(trans-2- nitrocyclopropyl) alanine moieties found In the core of belactosln A and hormaomycin, respectively, Is reported. By using an enantioenriched substituted α-nitro diazoester In a diastereoselective Intramolecular cyclopropanatlon reaction, the trans-nitrocyclopropyl alanine moiety can be obtained efficiently In five steps from the Initial α-nitrocyclopropyl lactone unit, thus achieving the synthesis of the cyclopropane core of the two natural products.

Technical production of aldehydes by continuous bleach oxidation of alcohols catalyzed by 4-hydroxy-TEMPO

Fritz-Langhals, Elke

, p. 577 - 582 (2005)

Aldehydes can be easily prepared from the corresponding alcohols in good to excellent yields by oxidation with technical bleach and catalytic amounts of 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (1b, 4-hydroxy TEMPO, "HOT"). Whereas the well-known batch process performed on lab scale is not suitable for the technical synthesis especially of activated β-substituted aldehydes, this transformation can be performed continuously in a simple tube reactor. This layout meets all requirements necessary for the process, i.e., turbulent mixing of the biphasic mixture, removal of heat, short contact times, and high output. Thus, a single tube of 3 mm diameter renders about 60 mol of aldehyde per day.

Application of[5+2] cycloaddition toward the functionalized bicyclo[4.3.1]decane ring system: Synthetic study of phomoidride B (CP-263,114)

Ohmori, Naoki

, p. 755 - 767 (2002)

Oxidopyrylium-alkene [5+2] cycloaddition was utilized in combination with an intramolecular aldol reaction to construct the bicyclo[4.3.1]decane ring system of phomoidride B (CP-263,114).

Synthesis of Optically Active A-Factor

Parsons, Philip J.,Lacrouts, Pierre,Buss, A. D.

, p. 437 - 438 (1995)

(3R)-(-)-A-factor and (3S)-(+)-A-factor are synthesised via the same chiral intermediate 6, the synthesis of which proceeds through a Johnson-Claisen rearrangement key step.

Synthetic study of phomoidride B (CP-263,114); utilization of the oxidopyrylium [5 + 2] cycloaddition

Ohmori

, p. 1552 - 1553 (2001)

The highly functionalized core structure of phomoidride B (CP-263,114) was pursued by using intermolecular oxidopyrylium-alkene cyclization as one of the key steps.

Total synthesis of isoquinocyclinone

Dischmann, Mike,Frassetto, Timo,Breuning, M. André,Koert, Ulrich

, p. 11300 - 11302 (2014)

The total synthesis of the heptacyclic natural product isoquinocyclinone has been achieved. A Hauser annulation was used to assemble the anthraquinone core structure. The unique 2,4,5,6-tetrahydropyrrolo[2,3-b]pyrrole substructure was prepared by alkyne addition to a lactone intermediate and subsequent Ni 0-mediated cyanide addition, the conversion of an O,O- into an N,O-acetal, and final intramolecular N-alkylation. Hauser annulation: An efficient total synthesis of isoquinocyclinone was achieved using a pentacyclic lactone as the key intermediate (see scheme). The pyrrolo-pyrrole substructure was elaborated by acetylide acylation, conversion of an O,O-acetal into an N,O-acetal, and intramolecular amidine alkylation.

Total Synthesis and Structure Revision of Halioxepine

Poock, Caroline,Kalesse, Markus

supporting information, p. 1615 - 1619 (2020/12/23)

The first total synthesis of halioxepine is accomplished using a 1,4-addition for constructing the quaternary center at C10 and a halo etherification for the generation of the tertiary ether at C7. The correct structure of halioxepine was determined by assembling different enantiomeric building blocks and by changing the relative configuration between C10 and C15.

A Unified Strategy for the Asymmetric Synthesis of Highly Substituted 1,2-Amino Alcohols Leading to Highly Substituted Bisoxazoline Ligands

Shrestha, Bijay,Rose, Brennan T.,Olen, Casey L.,Roth, Aaron,Kwong, Adon C.,Wang, Yang,Denmark, Scott E.

, p. 3490 - 3534 (2021/02/16)

A general procedure for the asymmetric synthesis of highly substituted 1,2-amino alcohols in high yield and diastereoselectivity is described that uses organometallic additions of a wide range of nucleophiles to tert-butylsulfinimines as the key step. The addition of organolithium reagents to these imines follows a modified Davis model. The diastereoselectivity for this reaction depends significantly on both the nucleophile and electrophile. These highly substituted 1,2-amino alcohols are used to synthesize stereochemically diverse and structurally novel, polysubstituted 2,2′-methylene(bisoxazoline) ligands in high yields.

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