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(S)-tert-butyl methyl aziridine-1,2-dicarboxylate is a stable aziridine-1,2-dicarboxylate derivative with the molecular formula C9H15NO4. It features a three-membered heterocyclic aziridine ring with a nitrogen atom, to which a tert-butyl and a methyl group are attached. This chemical compound is known for its utility in organic synthesis, particularly as a source of aziridine nucleophiles, and has demonstrated potential in pharmaceutical research and drug development due to its unique chemical properties.

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  • 1,2-Aziridinedicarboxylicacid, 1-(1,1-dimethylethyl) 2-methyl ester, (2S)-/ LIDE PHARMA- Factory supply / Best price

    Cas No: 126496-79-5

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  • 126496-79-5 Structure
  • Basic information

    1. Product Name: (S)-tert-butyl methyl aziridine-1,2-dicarboxylate
    2. Synonyms: (S)-tert-butyl methyl aziridine-1,2-dicarboxylate;(S)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate;Boc-L-Azi-OMe;1-tert-butyl 2-methyl (2S)-aziridine-1,2-dicarboxylate;(S)-N-tert-butoxycarbonyl aziridine-2-carboxylate methyl ester
    3. CAS NO:126496-79-5
    4. Molecular Formula: C9H15NO4
    5. Molecular Weight: 201.22
    6. EINECS: N/A
    7. Product Categories: CHIRAL CHEMICALS
    8. Mol File: 126496-79-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 249 ºC
    3. Flash Point: 104 ºC
    4. Appearance: /
    5. Density: 1.189
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. PKA: -5.60±0.40(Predicted)
    10. CAS DataBase Reference: (S)-tert-butyl methyl aziridine-1,2-dicarboxylate(CAS DataBase Reference)
    11. NIST Chemistry Reference: (S)-tert-butyl methyl aziridine-1,2-dicarboxylate(126496-79-5)
    12. EPA Substance Registry System: (S)-tert-butyl methyl aziridine-1,2-dicarboxylate(126496-79-5)
  • 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: 126496-79-5(Hazardous Substances Data)

126496-79-5 Usage

Uses

Used in Organic Synthesis:
(S)-tert-butyl methyl aziridine-1,2-dicarboxylate is used as a reagent in organic synthesis for its ability to act as a source of aziridine nucleophiles. It is particularly valuable in the synthesis of amino acids and other complex organic molecules, contributing to the development of novel chemical entities.
Used in Pharmaceutical Research and Drug Development:
In the pharmaceutical industry, (S)-tert-butyl methyl aziridine-1,2-dicarboxylate is utilized as a key intermediate in the synthesis of various drug candidates. Its unique chemical properties make it a promising building block for the creation of new therapeutic agents, potentially leading to advancements in medicinal chemistry and the discovery of innovative treatments for various diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 126496-79-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,6,4,9 and 6 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 126496-79:
(8*1)+(7*2)+(6*6)+(5*4)+(4*9)+(3*6)+(2*7)+(1*9)=155
155 % 10 = 5
So 126496-79-5 is a valid CAS Registry Number.

126496-79-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate

1.2 Other means of identification

Product number -
Other names (S)-tert-butyl methyl aziridine-1,2-dicarboxylate

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:126496-79-5 SDS

126496-79-5Relevant articles and documents

A practical method for the aziridination of α,β-unsaturated carbonyl compounds with a simple carbamate utilizing sodium hypochlorite pentahydrate

Minakata, Satoshi,Umeda, Takehiro

, p. 22120 - 22124 (2021/07/02)

The efficient formation oftert-butylN-chloro-N-sodio-carbamate by the reaction of simpletert-butyl carbamate with sodium hypochlorite pentahydrate (NaOCl·5H2O) would be a practical and green method for the aziridination of α,β-unsaturated carbo

MACROCYCLIC COMPOUNDS AS PROTEASOME INHIBITORS

-

Paragraph 0417, (2019/05/02)

The compounds of the present invention are represented by the following compounds having Formula I and Formula (I'): where the substituents R1, R2, R2', R3, R4, R5, R', R", X, Y, and Z are as defined herein and where the substituents R1, R2, R3, R4, R5, R', R", X, Y, and Z are as defined herein. These compounds are used in the treatment of bacterial infections, parasite infections, fungal infections, cancer, immunologic disorders, autoimmune disorders, neurodegenerative diseases and disorders, inflammatory disorders, or muscular dystrophy or for providing immunosuppression for transplanted organs or tissues.

Selective cleavage of carbamate protecting groups from aziridines with otera's catalyst

Sun, Shan,Tirotta, Ilaria,Zia, Nicholas,Hutton, Craig A.

, p. 411 - 415 (2014/04/03)

Otera's distannoxane catalyst was found to promote the cleavage of carbamate groups from N-protected aziridines. This method enables the chemoselective cleavage of an aziridinyl N-carbobenzyloxy (Cbz) group in the presence of other N-Cbz groups. The selec

Asymmetrie total syntheses of (-)-renieramycin M and G and (-)-jorumycin using aziridine as a lynchpin

Wu, Yan-Chao,Zhu, Jieping

supporting information; experimental part, p. 5558 - 5561 (2010/02/28)

"Chemical Equation Presented" By exploring the triple reactivity of two aziridines and double nucleophilicity of two aromatics, convergent and versatile syntheses of the above four natural products were developed.

Use of (S)-N-tert-butoxycarbonylaziridine-2-carboxylate derivatives for α-amino acid synthesis

Baldwin, Jack E.,Farthing, Christopher N.,Russell, Andrew T.,Schofield, Christopher J.,Spivey, Alan C.

, p. 3761 - 3764 (2007/10/03)

(S)-tert-Butyl-N-tert-butoxycarbonylaziridine-2-carboxylate and (S)-tert-butyl-N-tert-butoxycarbonylaziridine-2-carboxamide were synthesised and found to react with copper 'catalysed' Grignard reagents to give protected α-amino acids in moderate to good yields.

CONSTRUCTION OF OPTICALLY PURE TRYPTOPHANS FROM SERINE DERIVED AZIRIDINE-2-CARBOXYLATES

Sato, Kazuo,Kozikowski, Alan P.

, p. 4073 - 4076 (2007/10/02)

The possibility of preparing optically pure tryptophan derivatives from various substituted indoles and (2R)- or (2S)-2-aziridinecarboxylates has been examined.Zinc triflate was found to be the only Lewis acid capable of bringing about this reaction in mo

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