![](/CAS/20200401/GIF/225377-55-9.gif)
(R)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)hexanoate synthesis
- Product Name:(R)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)hexanoate
- CAS Number:225377-55-9
- Molecular formula:C21H29NO5
- Molecular Weight:375.46
Yield:225377-55-9 84%
Reaction Conditions:
Stage #1: 3-(1-oxopentyl)-4(S)-(phenylmethyl)-2-oxazolidinonewith sodium hexamethyldisilazane in tetrahydrofuran at -75; for 1 h;Large scale;
Stage #2: bromoacetic acid tert-butyl ester in tetrahydrofuran; for 2 h;Large scale;
Steps:
1.B B, compound D - 1 preparation of
The 49 kg compound C - 1 added to the containing 170 kg THF in lowering the temperature to T°C after, starting to drop the 90.2 kgNaHMDS (1.05 eq), dropped insulation reaction 1 h. Dropwise 40.3 kg tert-butyl bromo acetate (1.1 eq), dropped insulation reaction 2 h, HPLC, TLC monitoring reaction finishes [...] 700 kg, 24.4 kg salt acid quenching reaction, 400 kg MTBE extraction twice, tap water 400 once a. The pressure of the organic phase to 60 °C basic does not produce the fraction, adding petroleum ether 300 kg crystallization, filtered to obtain the crude product. The crude methanol 65 kg of performing recrystallization, lowering the temperature to T=10 - 15 °C filtering, drying be 59 kg compound D - 1, HPLC: 99%, de:>99.8%. Yield: 84%.
References:
CN107216276,2017,A Location in patent:Paragraph 0061; 0062; 0063
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5292-43-3
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$10.00/5g
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225377-55-9
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638-29-9
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$14.14/1gm:
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225377-55-9
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![(S)-4-Benzyl-2-oxazolidinone](/CAS/GIF/90719-32-7.gif)
90719-32-7
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![Valeric acid](/CAS/GIF/109-52-4.gif)
109-52-4
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$10.60/1gm:
![(R)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)hexanoate](/CAS/20200401/GIF/225377-55-9.gif)
225377-55-9
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![Valeric acid](/CAS/GIF/109-52-4.gif)
109-52-4
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225377-55-9
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