ChemicalBook CAS DataBase List 4-Nitrobenzyl(1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-Methyl-2-[1-(1,3-thiazolin-2-yl)azetidin -3-yl]thio-1-carbapen-2-eM-3-carboxylate

4-Nitrobenzyl(1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-Methyl-2-[1-(1,3-thiazolin-2-yl)azetidin -3-yl]thio-1-carbapen-2-eM-3-carboxylate synthesis

3synthesis methods

Product Name:4-Nitrobenzyl(1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-Methyl-2-[1-(1,3-thiazolin-2-yl)azetidin -3-yl]thio-1-carbapen-2-eM-3-carboxylate
CAS Number:161715-20-4
Molecular formula:C23H26N4O6S2
Molecular Weight:518.61

3-Hydroxy-1-(1,3-thiazolin-2-yl)azetidine

161715-27-1
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4-Nitrobenzyl(1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-Methyl-2-[1-(1,3-thiazolin-2-yl)azetidin -3-yl]thio-1-carbapen-2-eM-3-carboxylate

161715-20-4
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Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: 93 percent / DMAP; Et₃N / tetrahydrofuran / 0.5 h / 5 °C
2.1: 88 percent / potassium thioacetate / dimethylformamide / 5.5 h / 100 °C
3.1: KOH / propan-2-ol; methanol / 0.17 h / 5 °C
3.2: 87 percent / HCl / propan-2-ol; methanol / 15 h / 5 °C
4.1: 94 percent / diisopropyl ethylamine; MeCN / 2 h / -20 °C

References:

Isoda, Takeshi;Ushirogochi, Hideki;Satoh, Koichi;Takasaki, Tsuyoshi;Yamamura, Itsuki;Sato, Chisato;Mihira, Ado;Abe, Takao;Tamai, Satoshi;Yamamoto, Shigeki;Kumagai, Toshio;Nagao, Yoshimitsu [Journal of Antibiotics,2006,vol. 59,# 4,p. 241 - 247]

3-Azetidinol, 1-(4,5-dihydro-2-thiazolyl)-, methanesulfonate (ester)

179337-62-3
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161715-20-4
38 suppliers
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References

3-Acetylthio-1-(1,3-thiazolin-2-yl)azetidine

161715-28-2
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161715-20-4
38 suppliers
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References

4-Nitrobenzyl(1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-Methyl-2-[1-(1,3-thiazolin-2-yl)azetidin -3-yl]thio-1-carbapen-2-eM-3-carboxylate Related Search:

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