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(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is a chemical compound with the molecular formula C12H21N3O2. It is a diazo compound, meaning it contains a nitrogen-nitrogen double bond. (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE also contains a BOC-protected amino group, which is often used to protect amine functionality in organic synthesis. Additionally, it contains a methyl group and a hexanone group.

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  • N-alpha-t-Butyloxycarbonyl-L-isoleucinyl-diazoMethane, (3S,4S)-3-Boc-aMino-1-diazo-4-Methyl-2-hexanone

    Cas No: 497106-85-1

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  • 497106-85-1 Structure
  • Basic information

    1. Product Name: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE
    2. Synonyms: N-ALPHA-TERT-BUTYLOXYCARBONYL-L-ISOLEUCINYL-DIAZOMETHANE;BOC-L-ILE-CHN2;(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE
    3. CAS NO:497106-85-1
    4. Molecular Formula: C12H21N3O3
    5. Molecular Weight: 255.31
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 497106-85-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE(CAS DataBase Reference)
    10. NIST Chemistry Reference: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE(497106-85-1)
    11. EPA Substance Registry System: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE(497106-85-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 497106-85-1(Hazardous Substances Data)

497106-85-1 Usage

Uses

Used in Organic Synthesis:
(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is used as a reagent or intermediate for the preparation of other organic compounds. Its versatile chemical functionality makes it a valuable component in the synthesis of various organic molecules.
Used in Pharmaceutical Industry:
(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is used as a building block or intermediate in the development of pharmaceuticals. Its unique structure and functional groups can be utilized to create new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is used as a precursor in the synthesis of agrochemicals. Its chemical properties can be harnessed to develop new pesticides, herbicides, or other agricultural chemicals.
Used in Materials Science:
(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is used as a component in the development of new materials. Its chemical properties can contribute to the creation of advanced materials with specific properties for various applications in materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 497106-85-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,9,7,1,0 and 6 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 497106-85:
(8*4)+(7*9)+(6*7)+(5*1)+(4*0)+(3*6)+(2*8)+(1*5)=181
181 % 10 = 1
So 497106-85-1 is a valid CAS Registry Number.

497106-85-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE

1.2 Other means of identification

Product number -
Other names BOC-L-ILE-CHN2

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:497106-85-1 SDS

497106-85-1Relevant articles and documents

Antiplasmodial activity of new 4-aminoquinoline derivatives against chloroquine resistant strain

Sinha, Manish,Dola, Vasanth R.,Agarwal, Pooja,Srivastava, Kumkum,Haq, Wahajul,Puri, Sunil K.,Katti, Seturam B.

, p. 3573 - 3586 (2014/07/07)

Emergence and spread of multidrug resistant strains of Plasmodium falciparum has severely limited the antimalarial chemotherapeutic options. In order to overcome the obstacle, a set of new side-chain modified 4-aminoquinolines were synthesized and screened against chloroquine-sensitive (3D7) and chloroquine-resistant (K1) strains of P. falciparum. The key feature of the designed molecules is the use of methylpiperazine linked α, β3- and γ-amino acids to generate novel side chain modified 4-aminoquinoline analogues. Among the evaluated compounds, 20c and 30 were found more potent than CQ against K1 and displayed a four-fold and a three-fold higher activity respectively, with a good selectivity index (SI = 5846 and 11,350). All synthesized compounds had resistance index between 1.06 and >14.13 as against 47.2 for chloroquine. Biophysical studies suggested that this series of compounds act on heme polymerization target.

CuI-promoted one-pot synthesis of N-boc protected β-ketotriazole amino acids: Application in the synthesis of new class of dipeptidomimetics

Vishwanathaa,Narendra,Sureshbabu, Vommina V.

experimental part, p. 308 - 314 (2012/07/17)

One-pot click chemistry of Nα-Boc-bromomethylketones, NaN3 and propiolic acid affords N-Boc protected 1,4- disubstituted 1,2,3-β-ketotriazole acids in good to excellent yield. The use of CuI as catalyst and DMSO as solvent leads the click react

Enantiospecific synthesis of pyridinones as versatile intermediates toward asymmetric piperidines

Gouault, Nicolas,Le Roch, Myriam,Cheignon, Adele,Uriac, Philippe,David, Michele

scheme or table, p. 4371 - 4373 (2011/10/08)

The enantiospecific syntheses of pyridinones from amino acids via a gold-catalyzed strategy are reported. Excellent stereocontrol was observed during the cyclization. This approach provides a straightforward tool for further synthetic applications toward

Homologation of α-amino acids to β-amino acids: 9-Fluorenylmethyl chloroformate as a carboxyl group activating agent for the synthesis of Nα-protected aminoacyldiazomethanes

Kantharaju,Suresh Babu, Vommina V.

, p. 2152 - 2158 (2007/10/03)

An efficient and stereospecific homologation of urethane-protected α-amino acids to β-amino acids by Arndt-Eistert approach using an equimolar mixture of Fmoc-/Boc-/Z-α-amino acid and 9-fluorenylmethyl chloroformate for the acylation of diazomethane synth

Optimization of the β-aminoester class of factor Xa inhibitors. Part 1: P4 and side-chain modifications for improved in vitro potency

Czekaj, Mark,Klein, Scott I.,Guertin, Kevin R.,Gardner, Charles J.,Zulli, Allison L.,Pauls, Henry W.,Spada, Alfred P.,Cheney, Daniel L.,Brown, Karen D.,Colussi, Dennis J.,Chu, Valeria,Leadley, Robert J.,Dunwiddie, Christopher T.

, p. 1667 - 1670 (2007/10/03)

A systematic modification of the C3 side-chain of the β-aminoester class of factor Xa inhibitors and a survey of P4 variations is described. These changes have resulted in the identification of sub-nanomolar inhibitors with improved selectivity versus related proteases. Coagulation parameters (i.e., APTT doubling concentrations) are also improved.

Homologation of α-amino acids to β-amino acids using Boc2O

Vasanthakumar, Ganga-Ramu,Patil, Basanagoud S.,Suresh Babu, Vommina V.

, p. 2087 - 2089 (2007/10/03)

The use of Boc2O as a coupling agent in the homologation of N-urethane protected-α-amino acid to its β-homomers by the Arndt-Eistert method is described. The homologation gives good yields without racemization. The use of Boc2O as a

Direct synthesis of N-protected β-amino dimethylhydroxamates: Application to the solid-phase synthesis of a peptide incorporating a new amide bond surrogate ψ[CH2CH2NH]

Limal, David,Quesnel, Anne,Briand, Jean-Paul

, p. 4239 - 4242 (2007/10/03)

A rapid and efficient one-step synthesis of N-protected β-amino dimethylhydroxamates starting from diazo ketones is reported. A Fmoc- protected β-amino aldehyde obtained by reduction of its corresponding dimethylhydroxamate was incorporated during solid p

The development of hydrazide γ-Turn mimetics

Ferguson, Mark D.,Meara, Joseph P.,Nakanishi, Hiroshi,Lee, Min S.,Kahna, Michael

, p. 6961 - 6964 (2007/10/03)

Monte Carlo calculations show a classical γ-turn in a family of metabolites known as the malformins. This led to the synthesis of epimeric seven-membered ring γ-turn mimetics starting from leucine. NMR temperature coefficient studies were also performed.

Aminodiol HIV Protease Inhibitors. 1. Design, Synthesis, and Preliminary SAR

Barrish, Joel C.,Gordon, Eric,Alam, Masud,Lin, Pin-Fang,Bisacchi, Gregory S.,et al.

, p. 1758 - 1768 (2007/10/02)

A series of HIV protease inhibitors containing a novel C2 symmetrical "aminodiol" core structure were prepared from amino acid starting materials.The ability of the aminodiols to inhibit HIV replication in cell culture is comparable to their ability to inhibit the isolated enzyme, a result compatible with good cell membrane penetration by this class of compounds.Optimization of the structure-activity in this series led to aminodiol 9a (Ki = 100 nM; ED50(HIV-1) = 80 nM) containing P1/P1' benzyl and P2/P2' Boc substituents.Compound 9a is a selective inhibito r of HIV protease versus other aspartyl proteases such as human renin, human cathepsin D, and porcine pepsin.In addition, 9a is equipotent against HIV-1 and HIV-2 in cell culture and demonstrates similar activity in infected T-lymphocytes and PBMCs.After iv and oral administration in rats, 9a displayed significant oral bioavailability (ca. 40percent) and a promising plasma elimination half-life (4 h).

Synthesis of Chiral N-Protected α-Amino-β-Diketones from α-Diazoketones Derived from Natural Amino Acids

Ye, Tao,McKervey, M. Anthony

, p. 8007 - 8022 (2007/10/02)

α-Diazoketols, prepared by condensation of aldehydes or ketones with lithiated optically active α-diazoketones derived from natural amino acids, rearrange to homochiral α-amino-β-diketones on treatment with rhodium(II) acetate.

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