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

Base Information

Chemical Name:(4S,5S)-5-(4-methylthiophenyl)-4-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine
CAS No.:135204-38-5
Molecular Formula:C₁₃H₁₉NO₂S
Molecular Weight:253.365
Hs Code.:

Synonyms:(4S,5S)-5-(4-methylthiophenyl)-4-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine

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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-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine

Chemical Property:

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

There total 1 articles about (4S,5S)-5-(4-methylthiophenyl)-4-hydroxymethyl-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:

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

: 67-64-1
acetone

: 135204-38-5
(4S,5S)-5-(4-methylthiophenyl)-4-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine

Guidance literature:: In toluene; for 18h; Yield given; Heating;
DOI:10.1021/jo00021a028

Reference yield:

: 135204-38-5
(4S,5S)-5-(4-methylthiophenyl)-4-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine

: 23150-35-8
(R*,R*)-(+)-thiomicamine

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / CH₂Cl₂ / 3 h / 15 °C

2: K₂CO₃, MeOH / 1 h / 25 °C

3: 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

4: DABCO / 3 h / 35 °C

5: NaBH₄, CaCl₂ / tetrahydrofuran; ethanol / 2 h / 5 °C

6: Et₃N / CH₂Cl₂ / 1 h / 15 °C

7: Ac₂O / CHCl₃ / 16 h / 35 °C

8: NaOH, H₂O / CHCl₃ / 4 h / 95 °C

With 1,4-diaza-bicyclo[2.2.2]octane; methanol; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; water; acetic anhydride; potassium carbonate; dimethyl sulfoxide; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; chloroform;
DOI:10.1021/jo00021a028