1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE

Product Name: 1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE
CAS No.: 104597-98-0
Chemical Name: 1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE
Synonyms: Methyl (S)-1-Cbz-aziridine-2-carboxylate;Methyl (S)-(-)-N-Z-aziridine-2-carboxylate;Methyl (S)-(-)-N-Z-aziridine-2-carboxylate 96%;1-benzyl 2-methyl (S)-aziridine-1,2-dicarboxylate;(S)-1-benzyl 2-methyl aziridine-1,2-dicarboxylate;1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE;1-O-benzyl 2-O-methyl (2S)-aziridine-1,2-dicarboxylate;Methyl (S)-(?)-N-Z-aziridine-2-carboxylate;Methyl (S)-(-)-N-benzyloxycarbonylaziridine-2-carboxylate;(S)-N-[(Benzyloxy)carbonyl]aziridine-2-carboxylic Acid Methyl Ester
CBNumber: CB5193981
Molecular Formula: C12H13NO4
Formula Weight: 235.24
MOL File: 104597-98-0.mol

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1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE Property

Boiling point:: 160-165 °C/2 mmHg (lit.)
Density: 1.19 g/mL at 25 °C (lit.)
refractive index: n20/D 1.519(lit.)
Flash point:: 110 °C
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Soluble), Dichloromethane
form: Oil
pka: -5.65±0.40(Predicted)
color: Colourless
optical activity: [α]20/D 25°, c = 1 in toluene
InChI: InChI=1S/C12H13NO4/c1-16-11(14)10-7-13(10)12(15)17-8-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3/t10-,13?/m0/s1
InChIKey: GTZJUBQWCWZING-NKUHCKNESA-N
SMILES: N1(C(OCC2=CC=CC=C2)=O)C[C@H]1C(OC)=O

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 516031
Product name: Methyl (S)-(?)-N-Z-aziridine-2-carboxylate
Purity: 96%
Packaging: 5g
Price: $530
Updated: 2025/07/31

Cayman Chemical

Product number: 20731
Product name: Methyl (S)-(-)-N-Z-Aziridine-2-carboxylate
Packaging: 100mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 20731
Product name: Methyl (S)-(-)-N-Z-Aziridine-2-carboxylate
Packaging: 250mg
Price: $63
Updated: 2024/03/01

Cayman Chemical

Product number: 20731
Product name: Methyl (S)-(-)-N-Z-Aziridine-2-carboxylate
Packaging: 500mg
Price: $109
Updated: 2024/03/01

Cayman Chemical

Product number: 20731
Product name: Methyl (S)-(-)-N-Z-Aziridine-2-carboxylate
Packaging: 1g
Price: $184
Updated: 2024/03/01

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1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE Chemical Properties,Usage,Production

Description

Methyl (S)-(–)-N-Z-aziridine-2-carboxylate is a chiral building block that is commonly used in the organic stereoselective synthesis of various compounds, including anticancer agents, antibiotics, and enzyme inhibitors.

Uses

Like aziridine carboxylic acid ester derivative, (S)-1-Benzyl 2-methyl aziridine-1,2-dicarboxylate can be used for the synthetic application of chiral aziridine via esterification.

References

[1] YUEXIAN LI . Synthesis of potent BCRP inhibitor—Ko143[J]. Tetrahedron Letters, 2008, 49 9: Pages 1480-1483. DOI: 10.1016/j.tetlet.2007.12.130
[2] FRANCESCA BARTOCCINI. Total Synthesis of (?)-Clavicipitic Acid via γ,γ-Dimethylallyltryptophan (DMAT) and Chemoselective C–H Hydroxylation[J]. The Journal of Organic Chemistry, 2019, 84 12: 8027-8034. DOI: 10.1021/acs.joc.9b00879

1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE Suppliers

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104597-98-0, 1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATERelated Search:

(S)-2-Aziridinecarboxylic Acid Methyl Ester AZIRIDINE-2-CARBOXYLIC ACID METHYL ESTER AZIRIDINE-1,2-DICARBOXYLIC ACID 1-BENZYL ESTER 2-METHYL ESTER 1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE

1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE

(S)-1-benzyl 2-methyl aziridine-1,2-dicarboxylate

Methyl (S)-(-)-N-Z-aziridine-2-carboxylate

Methyl (S)-(-)-N-benzyloxycarbonylaziridine-2-carboxylate

(S)-N-[(Benzyloxy)carbonyl]aziridine-2-carboxylic Acid Methyl Ester

aziridine-1,2-dicarboxylic acid O2-methyl ester O1-(phenylmethyl) ester

Methyl (S)-(-)-N-Z-aziridine-2-carboxylate 96%

1-benzyl 2-methyl (S)-aziridine-1,2-dicarboxylate

1,2-Aziridinedicarboxylic acid, 2-methyl 1-(phenylmethyl) ester, (2S)-

Methyl (S)-1-Cbz-aziridine-2-carboxylate

1-O-benzyl 2-O-methyl (2S)-aziridine-1,2-dicarboxylate

Methyl (<i>S</i>)-(?)-<i>N</i>-Z-aziridine-2-carboxylate

104597-98-0

Chiral Building Blocks

Aziridines

Asymmetric Synthesis

Organic Building Blocks

Aziridines

Chiral Building Blocks

Organic Building Blocks