(2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-1-tritylaziridine

Base Information

Chemical Name:(2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-1-tritylaziridine
CAS No.:285556-78-7
Molecular Formula:C₃₇H₄₆N₂O₃Si
Molecular Weight:594.869
Hs Code.:

Synonyms:(2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-1-tritylaziridine

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Chemical Property of (2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-1-tritylaziridine

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Technology Process of (2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-1-tritylaziridine

There total 4 articles about (2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-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: 71.0%

: 2-[(1RS,2S)-3-allyloxy-1-hydroxy-2-tritylaminopropyl]-5-(tert-butyldimethylsilyloxypropyl)oxazole

: 285556-78-7
(2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-1-tritylaziridine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1021/ja994504c

Reference yield:

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

: 285556-78-7
(2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-1-tritylaziridine

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 285556-78-7
(2S,3R)-3-allyloxymethyl-2-[5-(3-tert-butyldimethylsilyloxypropyl)oxazol-2-yl]-1-tritylaziridine

Guidance literature:: Multi-step reaction with 3 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: 5.84 g / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C

With borane; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; 3.1: Mitsunobu reaction;
DOI:10.1021/ja030452m