(2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Base Information

Chemical Name:(2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-iodomethyl-1-tritylaziridine
CAS No.:647028-55-5
Molecular Formula:C₃₄H₄₁IN₂O₂Si
Molecular Weight:664.702
Hs Code.:

Synonyms:(2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-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-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-iodomethyl-1-tritylaziridine

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Technology Process of (2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-iodomethyl-1-tritylaziridine

There total 7 articles about (2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-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: 96.0%

: 647028-85-1
(2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-hydroxymethyl-1-tritylaziridine

: 647028-55-5
(2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; methyl iodide; In toluene; at 70 ℃; for 2h;
DOI:10.1021/ja030452m

Reference yield: 50.0%

: 647028-85-1
(2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-hydroxymethyl-1-tritylaziridine

: (3-{5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-oxazol-2-yl}-allyl)-trityl-amine

: 647028-55-5
(2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Guidance literature:: With iodine; triphenylphosphine;
DOI:10.1021/ja030452m

Reference yield:

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

: 647028-55-5
(2S,3R)-2-(5-tert-butyldimethylsilyloxypropyloxazol-2-yl)-3-iodomethyl-1-tritylaziridine

Guidance literature:: Multi-step reaction with 6 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: 5.84 g / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C

5.1: 93 percent / zirconocene dichloride; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

6.1: 50 percent / I₂; PPh₃

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