(4S)-3-(2-Azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone

Base Information

Chemical Name:(4S)-3-(2-Azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone
CAS No.:104324-17-6
Molecular Formula:C12H12N4O3
Molecular Weight:260.252
Hs Code.:
DSSTox Substance ID:DTXSID901205195
Mol file:104324-17-6.mol

Synonyms:SCHEMBL20214900;(4S)-3-(2-Azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone;DTXSID901205195;104324-17-6

Suppliers and Price of (4S)-3-(2-Azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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Total 0 raw suppliers

Chemical Property of (4S)-3-(2-Azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:260.09094026
Heavy Atom Count:19
Complexity:400

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(N(C(=O)O1)C(=O)CN=[N+]=[N-])CC2=CC=CC=C2
Isomeric SMILES:C1[C@@H](N(C(=O)O1)C(=O)CN=[N+]=[N-])CC2=CC=CC=C2

Technology Process of (4S)-3-(2-Azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone

There total 4 articles about (4S)-3-(2-Azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone 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: 90.0%

: 104324-16-5
(4S)-(+)-3-(chloroacetyl)-4-(phenylmethyl)-2-oxazolidinone

: 104324-17-6
(4S)-(+)-3-(azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water;
DOI:10.1016/0040-4039(95)01409-B

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 104324-17-6
(4S)-(+)-3-(azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1: n-BuLi, Ph₃CH / tetrahydrofuran; hexane / 0.33 h / -78 °C

2: NaN₃ / dimethylformamide / 11 h / Ambient temperature

With n-butyllithium; sodium azide; triphenylmethane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo961554g

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 104324-17-6
(4S)-(+)-3-(azidoacetyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

2: 84 percent / potassium carbonate / 2 h / 135 - 140 °C

3: n-butyllithium / hexane; tetrahydrofuran / 15 min, -78 deg C; 15 min, r.t.

4: sodium azide / tetrabutylammonium hydrogen sulfate / H₂O; CH₂Cl₂ / 1 h / Ambient temperature

With n-butyllithium; sodium azide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1021/ja00281a049