(2R)-1-[(1S)-1-Phenylethyl]aziridine-2-carbaldehyde

Base Information

Chemical Name:(2R)-1-[(1S)-1-Phenylethyl]aziridine-2-carbaldehyde
CAS No.:182370-58-7
Molecular Formula:C11H13NO
Molecular Weight:175.23
Hs Code.:
DSSTox Substance ID:DTXSID80571001
Nikkaji Number:J1.574.435I
Mol file:182370-58-7.mol

Synonyms:(2R)-1-[(1S)-1-Phenylethyl]aziridine-2-carbaldehyde;182370-58-7;SCHEMBL294258;DTXSID80571001

Suppliers and Price of (2R)-1-[(1S)-1-Phenylethyl]aziridine-2-carbaldehyde

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R)-1-[(1S)-1-Phenylethyl]aziridine-2-carbaldehyde

Chemical Property:

XLogP3:1.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:175.099714038
Heavy Atom Count:13
Complexity:187

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C1=CC=CC=C1)N2CC2C=O
Isomeric SMILES:C[C@@H](C1=CC=CC=C1)N2C[C@@H]2C=O

Technology Process of (2R)-1-[(1S)-1-Phenylethyl]aziridine-2-carbaldehyde

There total 2 articles about (2R)-1-[(1S)-1-Phenylethyl]aziridine-2-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 245362-53-2
(2R)-N-[(1S)-phenylethyl]-2-hydroxymethyl aziridine

: 182370-58-7
(R)-1-((S)-1-phenylethyl)aziridine-2-carbaldehyde

Guidance literature:: (2R)-N-[(1S)-phenylethyl]-2-hydroxymethyl aziridine; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 - -45 ℃; for 2h;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 0.0833333h;

Reference yield:

: 68820-69-9
methyl (2R,1'S)-1-(1'-phenyl-ethyl)-aziridine-2-carboxylate

: 182370-58-7
(R)-1-((S)-1-phenylethyl)aziridine-2-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / NaBH₄; LiCl / 16 h / 0 - 20 °C

2: DMSO; (COCl)2 / 1 h / -78 °C

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; lithium chloride; 2: Swern oxidation;
DOI:10.1016/j.tetasy.2007.04.021

Reference yield: 87.0%

: 182370-58-7
(R)-1-((S)-1-phenylethyl)aziridine-2-carbaldehyde

: 61550-02-5
(furan-2-yloxy)-trimethylsilane

: 1438281-01-6
(R)-5-((S)-hydroxy((R)-1-((S)-1-phenylethyl)aziridin-2-yl)methyl)-furan-2(5H)-one

Guidance literature:: (furan-2-yloxy)-trimethylsilane; With zinc dibromide; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

(R)-1-((S)-1-phenylethyl)aziridine-2-carbaldehyde; In tetrahydrofuran; at 0 ℃; for 1.5h; stereoselective reaction; Inert atmosphere;
DOI:10.1039/c3ob27390c