3-Propadienyl-4alpha-benzyloxazolidine-2-one

Base Information

Chemical Name:3-Propadienyl-4alpha-benzyloxazolidine-2-one
CAS No.:256382-52-2
Molecular Formula:C₁₃H₁₃NO₂
Molecular Weight:215.252
Hs Code.:
DSSTox Substance ID:DTXSID701183511
Nikkaji Number:J1.340.896C

Synonyms:DTXSID701183511;3-Propadienyl-4alpha-benzyloxazolidine-2-one;(4R)-4-(Phenylmethyl)-3-(1,2-propadien-1-yl)-2-oxazolidinone;256382-52-2

Suppliers and Price of 3-Propadienyl-4alpha-benzyloxazolidine-2-one

Supply Marketing:

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

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Chemical Property of 3-Propadienyl-4alpha-benzyloxazolidine-2-one

Chemical Property:

XLogP3:2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:215.094628657
Heavy Atom Count:16
Complexity:301

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C=C=CN1C(COC1=O)CC2=CC=CC=C2
Isomeric SMILES:C=C=CN1[C@@H](COC1=O)CC2=CC=CC=C2

Technology Process of 3-Propadienyl-4alpha-benzyloxazolidine-2-one

There total 3 articles about 3-Propadienyl-4alpha-benzyloxazolidine-2-one 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: 71.0%

: 40217-17-2,90719-32-7,120574-96-1,102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

: 106-96-7
propargyl bromide

: 256382-52-2
(R)-4-benzyl-3-(2λ⁵-propa-1,2-dien-1-yl)oxazolidin-2-one

Guidance literature:: (R)-4-(phenylmethyl)-2-oxazolidinone; With potassium tert-butylate; In dimethyl sulfoxide; for 1h; Inert atmosphere;

propargyl bromide; In dimethyl sulfoxide; toluene; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tetlet.2014.11.093

Reference yield:

: 256382-76-0
(R)-4-Benzyl-3-prop-2-ynyl-oxazolidin-2-one

: 256382-52-2
(R)-4-benzyl-3-(2λ⁵-propa-1,2-dien-1-yl)oxazolidin-2-one

Guidance literature:: With potassium tert-butylate; tert-butyl alcohol; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/S0040-4020(00)01014-0

Reference yield:

: 40217-17-2,90719-32-7,120574-96-1,102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

: 256382-52-2
(R)-4-benzyl-3-(2λ⁵-propa-1,2-dien-1-yl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

1.2: tetrahydrofuran / 20 °C

2.1: t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 20 °C

With potassium tert-butylate; sodium hydride; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/ol990345q