(4S,5S)-5-(4-methylthiophenyl)-4-formyl-3-acetyl-2,2-dimethyl-1,3-oxazolidine

Base Information

Chemical Name:(4S,5S)-5-(4-methylthiophenyl)-4-formyl-3-acetyl-2,2-dimethyl-1,3-oxazolidine
CAS No.:135204-36-3
Molecular Formula:C₁₅H₁₉NO₃S
Molecular Weight:293.387
Hs Code.:
European Community (EC) Number:603-908-0
DSSTox Substance ID:DTXSID201124675

Synonyms:SCHEMBL9152511;YIHMFUWFTYOZPD-KGLIPLIRSA-N;DTXSID201124675;(4S,5S)-5-(4-methylthiophenyl)-4-formyl-3-acetyl-2,2-dimethyl-1,3-oxazolidine;4-Oxazolidinecarboxaldehyde, 3-acetyl-2,2-dimethyl-5-[4-(methylthio)phenyl]-, (4S-cis)-;135204-36-3

Suppliers and Price of (4S,5S)-5-(4-methylthiophenyl)-4-formyl-3-acetyl-2,2-dimethyl-1,3-oxazolidine

Supply Marketing:

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

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Chemical Property of (4S,5S)-5-(4-methylthiophenyl)-4-formyl-3-acetyl-2,2-dimethyl-1,3-oxazolidine

Chemical Property:

Vapor Pressure:0mmHg at 25°C
XLogP3:1.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:293.10856464
Heavy Atom Count:20
Complexity:377

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=O)N1C(C(OC1(C)C)C2=CC=C(C=C2)SC)C=O
Isomeric SMILES:CC(=O)N1[C@@H]([C@@H](OC1(C)C)C2=CC=C(C=C2)SC)C=O

Technology Process of (4S,5S)-5-(4-methylthiophenyl)-4-formyl-3-acetyl-2,2-dimethyl-1,3-oxazolidine

There total 6 articles about (4S,5S)-5-(4-methylthiophenyl)-4-formyl-3-acetyl-2,2-dimethyl-1,3-oxazolidine 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: 76.0%

: 135204-36-3
(4S,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine

Guidance literature:

Reference yield:

: 135204-35-2
(4R,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine

: 135204-36-3
(4S,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; at 35 ℃; for 3h; Yield given;
DOI:10.1021/jo00021a028

Reference yield:

: 16854-32-3
(1S,2S)-(+)-thiomicamine

: 135204-36-3
(4S,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 5 steps

1: toluene / 18 h / Heating

2: Et₃N / CH₂Cl₂ / 3 h / 15 °C

3: K₂CO₃, MeOH / 1 h / 25 °C

4: 1) oxalyl chloride, DMSO, 2) Et₃N / 1) CH₂Cl₂, a) -60 deg C, 15 min, b) up to -50 deg C, 2) a) -50 deg C, 20 min, b) up to 0 deg C, 2 h

5: DABCO / 3 h / 35 °C

With 1,4-diaza-bicyclo[2.2.2]octane; methanol; oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; In dichloromethane; toluene;
DOI:10.1021/jo00021a028