(2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Base Information

Chemical Name:(2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine
CAS No.:647028-89-5
Molecular Formula:C₂₉H₂₉IN₂O₂
Molecular Weight:564.466
Hs Code.:

Synonyms:(2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine

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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 (2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Chemical Property:

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Technology Process of (2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine

There total 9 articles about (2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine 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:

: 647028-87-3
(2S,3R)-2-(5-[3-tert-butyldimethylsilyloxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine

: 647028-89-5
(2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/ja030452m

Reference yield:

: 13515-76-9,116457-91-1,4465-44-5
methyl N-trityl-L-serinate

: 647028-89-5
(2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / NaH / dimethylformamide / 1 h / 0 °C

2.1: 95 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

3.1: BH₃ / tetrahydrofuran / 1 h / 20 °C

3.2: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.3: tetrahydrofuran / 1.5 h / -78 °C

4.1: Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C

5.1: zirconocene dichloride; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

6.1: Ph₃P; diethyl azodicarboxylate; MeI / toluene / 2 h / 70 °C

7.1: TBAF / tetrahydrofuran / 2 h / 0 °C

With n-butyllithium; zirconocene dichloride; borane; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene; 4.1: Mitsunobu reaction / 6.1: Mitsunobu reaction;
DOI:10.1021/ja030452m

Reference yield:

: 647028-80-6
(S)-methyl 3-(allyloxy)-2-(tritylamino)propanoate

: 647028-89-5
(2S,3R)-2-(5-[3-hydroxy-1-methylpropyl]oxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

2.1: BH₃ / tetrahydrofuran / 1 h / 20 °C

2.2: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.3: tetrahydrofuran / 1.5 h / -78 °C

3.1: Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C

4.1: zirconocene dichloride; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

5.1: Ph₃P; diethyl azodicarboxylate; MeI / toluene / 2 h / 70 °C

6.1: TBAF / tetrahydrofuran / 2 h / 0 °C

With n-butyllithium; zirconocene dichloride; borane; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; hexane; toluene; 3.1: Mitsunobu reaction / 5.1: Mitsunobu reaction;
DOI:10.1021/ja030452m